Dual inhibitors of epidermal growth factor receptor and ...S1 Dual inhibitors of epidermal growth factor receptor and topoisomerase IIα derived from quinoline scaffold Monika Chauhan,a

S1

Dual inhibitors of epidermal growth factor receptor and topoisomerase

IIα derived from quinoline scaffold

Monika Chauhan,a Gaurav Joshi,a Harveen Kler, a Archana Kashyap,a Suyog M. Amrutkar,b Uttam Chand Banerjee,b Praveen Sharma,c Sandeep Singh,c Raj Kumar*a

Spectra of representative compounds

Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2016

S2

14 13 12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0002

0.0751

0.0872

1.2525

2.5805

2.5847

2.5890

3.7663

3.8395

3.8614

3.8776

3.9869

4.0182

6.6386

6.6540

7.0844

7.4718

7.5161

7.7984

7.7998

7.8105

7.8262

7.8447

7.8603

13.1766

13.2106

3.73

3.74

1.03

1.04

1.14

1.41

1.00

Current Data Parameters

NAME Mar13-2013

EXPNO 340

PROCNO 1

F2 - Acquisition Parameters

Date_ 20130313

Time 17.08

INSTRUM spect

PROBHD 5 mm PABBO BB-

PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 456

DW 41.600 usec

DE 6.00 usec

TE 294.5 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz

F2 - Processing parameters

SI 32768

SF 400.1299705 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

DS-24BRUKER

AVANCE II 400 NMR

Spectrometer

SAIFPanjab University

Chandigarh

[email protected]

1H NMR

9a

S3

200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

38.95

39.17

39.37

39.58

39.79

40.00

40.21

55.65

56.00

77.50

77.82

78.15

98.04

108.37

112.95

136.15

136.81

144.51

153.67

168.17


NAME Mar13-2013

EXPNO 341

PROCNO 1


Date_ 20130313

Time 18.57

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT DMSO

NS 100

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 1030

DW 16.800 usec

DE 6.00 usec

TE 294.5 K

D1 2.00000000 sec

d11 0.03000000 sec

DELTA 1.89999998 sec

TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6128193 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

DS-24 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

3d

13C NMR

9a

S4

14 13 12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0006

2.5530

2.5573

2.5616

4.4395

4.4539

4.6974

4.7344

4.7796

4.8290

4.8371

4.8544

4.8703

4.9033

4.9465

6.6807

6.6964

7.1197

7.1372

7.1597

7.1633

7.1798

7.1959

7.1999

7.4046

7.4320

7.5354

7.5556

7.5892

7.5926

7.6103

7.6137

7.6322

7.6543

7.8781

7.8940

7.9119

7.9278

7.9969

8.0002

8.0165

8.0200

8.0411

8.0443

8.0614

8.0634

8.0701

8.6442

8.6719

8.6777

8.7054

13.0748

13.1085

1.39

1.38

0.22

2.43

1.15

1.25

0.14

1.00


NAME Mar13-2013

EXPNO 290

PROCNO 1


Date_ 20130313

Time 15.02

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 575

DW 41.600 usec

DE 6.00 usec

TE 295.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1299809 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

DS-3BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

9b

S5

200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

38.91

39.12

39.33

39.54

39.75

39.96

40.16

78.13

78.46

78.79

113.48

114.72

116.57

123.04

131.72

134.11

136.79

140.88

168.43


NAME Mar13-2013

EXPNO 291

PROCNO 1


Date_ 20130313

Time 18.26

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT DMSO

NS 60

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 1030

DW 16.800 usec

DE 6.00 usec

TE 294.7 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6128193 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

DS-3 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

13C NMR

9b

S6

10a

1H NMR

S7

14 13 12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0000

1.9275

2.1153

2.1202

2.1601

2.5549

5.2574

7.3020

7.3201

7.3393

7.5560

7.5591

7.5766

7.5940

7.5969

7.6891

7.7094

8.0428

8.3157

8.3357

9.1074

6.24

1.20

1.11

1.07

1.02

1.00


NAME Mar13-2013

EXPNO 300

PROCNO 1


Date_ 20130313

Time 15.07

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 456

DW 41.600 usec

DE 6.00 usec

TE 294.9 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1299819 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

DS-4BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

10b

1H NMR

S8

200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

21.64

38.87

39.07

39.28

39.49

39.70

39.91

40.12

78.07

78.40

78.73

123.81

125.38

125.95

129.22

129.32

130.82

147.04

148.19

168.89

173.29


NAME Mar13-2013

EXPNO 301

PROCNO 1


Date_ 20130313

Time 18.33

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT DMSO

NS 72

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 2050

DW 16.800 usec

DE 6.00 usec

TE 294.9 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6128193 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

DS-4 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

13C NMR

10b

S9

12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0003

1.2514

2.1724

2.1801

2.5751

3.8335

3.8427

3.8940

3.9042

3.9616

5.0568

7.4766

7.4859

8.3867

8.3975

11.3693

3.00

7.67

1.07

0.87

0.68


NAME Oct22-2014

EXPNO 210

PROCNO 1


Date_ 20141022

Time 22.15

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 287

DW 41.600 usec

DE 6.00 usec

TE 298.2 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1299743 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

MCV-1BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

11a

6 6

1H NMR

S10

220 210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

25.29

39.24

39.45

39.66

39.87

40.08

40.28

40.49

55.69

55.82

77.89

78.21

78.53

78.65

102.95

107.11

112.89

137.50

143.32

153.29

168.33

169.75


NAME Oct22-2014

EXPNO 211

PROCNO 1


Date_ 20141022

Time 23.12

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT DMSO

NS 1024

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 1030

DW 16.800 usec

DE 6.00 usec

TE 298.7 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6127906 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

MCV-1 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

13C NMR

11a

S11

7.27.47.67.88.08.28.48.68.89.09.29.49.6 ppm

7.4673

7.4757

7.5056

7.5547

7.5959

7.6063

7.8064

7.8915

7.9354

7.9564

8.0398

8.0761

8.1699

8.1865

8.4679

8.5284

9.1491

9.1719

9.2870

1.03

2.02

1.02

1.00


NAME Mar13-2013

EXPNO 310

PROCNO 1


Date_ 20130313

Time 15.12

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 724

DW 41.600 usec

DE 6.00 usec

TE 295.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1299700 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

DS-5BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

11b

1H NMR

S12

1a

1H NMR

S13

1H NMR

1a

S14

1H NMR

1a

S15

WATERS, Q-TOF MICROMASS (ESI-MS) SAIF/CIL,PANJAB UNIVERSITY,CHANDIGARH

m/z75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500 525 550 575 600 625 650 675 700 725 750 775 800

%

0

100

RAJ KUMAR MCV-4 6 (0.175) AM (Top,10, Ar,5000.0,556.28,0.70,LS 10); Sm (Mn, 2x3.00); Sb (1,40.00 ); Cm (5:8-13:23) 1: TOF MS ES+ 1.67e4271.0905

16685

263.077513594

118.389912616

67.65827746

77.81651321

99.1247485

251.02542907

250.03752037

119.87591771

187.84001050148.6196

569248.0982

770

394.05855493

273.02784205

283.3083865 382.0411

558316.0233;462

628.32152322

396.06171532

397.0604339

434.0931236 521.8998

110563.0738

39610.2061

21

629.3229876

630.3372;158686.3726

9790.0239

6

769.08956

HRMS

1a

S16

12 11 10 9 8 7 6 5 4 3 2 1 ppm

0.0000

3.4173

3.9627

6.7432

6.9251

6.9335

6.9419

6.9470

6.9551

6.9637

7.0681

7.0894

7.1109

7.1453

7.1519

7.1608

7.1675

7.2001

7.2999

9.2749

10.1101

3.34

3.33

1.10

1.10

1.09

1.05

1.11

1.00

1.09


NAME Jan22-2014

EXPNO 390

PROCNO 1


Date_ 20140122

Time 18.44

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 287

DW 41.600 usec

DE 6.00 usec

TE 295.2 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300337 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

MCV-4BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1b

1H NMR

S17

6.46.56.66.76.86.97.07.17.27.37.47.5 ppm

6.7432

6.9251

6.9335

6.9419

6.9470

6.9551

6.9637

7.0681

7.0894

7.1109

7.1453

7.1519

7.1608

7.1675

7.2001

7.2999

1.10

1.10

1.09

1.05

1.11


NAME Jan22-2014

EXPNO 390

PROCNO 1


Date_ 20140122

Time 18.44

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 287

DW 41.600 usec

DE 6.00 usec

TE 295.2 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300337 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

MCV-4BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

1b

S18

3.13.23.33.43.53.63.73.83.94.04.14.24.3 ppm

3.4173

3.9627

3.34

3.33


NAME Jan22-2014

EXPNO 390

PROCNO 1


Date_ 20140122

Time 18.44

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 287

DW 41.600 usec

DE 6.00 usec

TE 295.2 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300337 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

MCV-4BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

1b

S19

220 210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm

55.54

56.41

76.73

77.05

77.25

77.37

105.50

109.37

112.77

117.20

117.42

121.99

122.18

122.99

123.05

125.42

129.17

137.96

138.00

144.12

145.04

148.24

148.69

154.45

154.53

156.93


NAME Jan22-2014

EXPNO 391

PROCNO 1


Date_ 20140122

Time 18.52

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT CDCl3

NS 864

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 1030

DW 16.800 usec

DE 6.00 usec

TE 295.7 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6127690 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

MCV-4 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

13C NMR

1b

S20

105110115120125130135140145150155160 ppm

105.50

109.37

112.77

117.20

117.42

121.99

122.18

122.99

123.05

125.42

129.17

137.96

138.00

144.12

145.04

148.24

148.69

154.45

154.53

156.93


NAME Jan22-2014

EXPNO 391

PROCNO 1


Date_ 20140122

Time 18.52

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT CDCl3

NS 864

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 1030

DW 16.800 usec

DE 6.00 usec

TE 295.7 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6127690 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

MCV-4 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

13C NMR

1b

S21


m/z75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500 525 550 575 600 625 650 675 700 725 750 775 800

%

0

100

RAJ KUMAR MCV-12- 7 (0.195) AM (Top,10, Ar,5000.0,556.28,0.70,LS 10); Sm (Mn, 2x3.00); Sb (1,40.00 ); Cm (6:8-12:20) 1: TOF MS ES+ 1.88e4378.0435

18758

283.30595637

281.03874259

148.61672840

118.39241202

83.95291029

263.09091414

220.9915608

185.8647463

316.02123639

355.07623543

318.02442033

336.10421028

628.310214858

384.145611944

610.18273705

385.15782418

536.15691210

503.1051911444.0084

771386.1523

557485.3420

52

537.1721518

629.33595287

684.2072620

630.3381611

758.2203226

737.68748

776.25132

HRMS

1b

S22

1c

1H NMR

S23

MASS

1c

S24

1d

S25

200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 ppm

29.71

76.74

77.06

77.38

118.88

123.50

125.59

126.47

127.52

128.51

129.86

130.34

132.64

140.95

146.71

146.75

150.42


NAME Mar13-2013

EXPNO 331

PROCNO 1


Date_ 20130313

Time 18.43

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT CDCl3

NS 124

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 1030

DW 16.800 usec

DE 6.00 usec

TE 294.7 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6127690 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

DS-6b BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

1d

1H NMR

S26

12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0005

0.8106

1.1861

1.2144

2.0522

2.1628

3.4264

3.8213

3.8473

3.9039

3.9691

7.1931

7.4273

8.4015

10.8953

1.30

4.84

2.36

4.51

5.93

5.60

2.81

1.39

1.06

1.00


NAME Oct13-2014

EXPNO 200

PROCNO 1


Date_ 20141014

Time 0.58

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 575

DW 41.600 usec

DE 6.00 usec

TE 297.9 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300363 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

MCV-1BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

2a

1H NMR

S27

14 13 12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0000

1.2451

2.1219

2.5563

2.5598

3.3478

6.8243

7.1977

7.2265

7.2334

7.3863

7.4052

7.4170

7.4247

7.4377

7.4851

7.5058

7.6908

7.7092

7.7278

7.7293

7.9247

7.9448

7.9649

7.9851

8.0547

8.1229

8.1437

8.3063

8.3266

12.9630

1.21

1.04

1.00

1.11

0.94


NAME Aug28-2015

EXPNO 440

PROCNO 1


Date_ 20150828

Time 15.48

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 575

DW 41.600 usec

DE 6.00 usec

TE 297.3 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1299816 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

NAG-1BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

2l

1H NMR

S28

12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

1.8941

2.4915

2.5099

2.5138

3.2043

3.3708

3.9087

3.9281

3.9538

6.9705

6.9920

7.0506

7.0722

7.9284

7.9670

7.9800

8.0185

8.0565

8.1824

8.1872

8.2038

8.2087

8.2622

8.2672

8.4199

8.4417

8.5360

8.5406

8.5519

8.5574

8.7935

8.7990

1.10

2.90

0.28

1.08

1.82

0.86

1.01

1.01

2.00

1.14


NAME Oct13-2014

EXPNO 210

PROCNO 1


Date_ 20141014

Time 1.32

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT DMSO

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 406

DW 41.600 usec

DE 6.00 usec

TE 298.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300000 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

PAR-1BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

16

1H NMR

S29

17

1H NMR

S30

7.17.27.37.47.57.67.77.87.98.0 ppm

7.1803

7.1885

7.1989

7.2034

7.2058

7.2141

7.2211

7.2246

7.2303

7.2434

7.2489

7.3434

7.3466

7.3568

7.3607

7.3645

7.3679

7.3736

7.3751

7.3805

7.3851

7.3913

7.5605

7.5637

7.5778

7.5812

7.5848

7.5989

7.6021

7.8476

7.8489

7.8675

7.8868

7.8883

2.82

3.12

1.16

1.97


NAME Aug04-2014

EXPNO 40

PROCNO 1


Date_ 20140804

Time 11.03

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 724

DW 41.600 usec

DE 6.00 usec

TE 296.4 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300382 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

ARP-15BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

17

S31

12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

-0.0079

0.0002

0.0081

0.7953

0.8108

0.8220

0.8524

1.2553

1.3105

1.4003

1.4185

1.4364

1.5863

1.6871

3.1012

3.1132

3.1192

3.1312

6.6770

6.6985

6.7928

6.8146

6.8709

6.8928

7.0144

7.0203

7.0358

7.0418

7.0595

7.0628

7.0761

7.0813

7.0978

7.1017

7.1033

7.1297

7.2410

7.2470

7.2614

7.2984

7.3044

7.3207

7.3268

7.4069

7.4431

7.4453

7.4653

7.4714

7.5165

7.5232

7.5293

7.6041

7.6075

7.6212

7.6250

7.6285

7.6423

7.6456

7.6934

7.7122

7.7145

8.7130

8.7354

8.9408

10.1259

10.2866

2.87

2.32

0.76

0.58

1.07

0.69

2.35

2.99

1.13

1.56

1.29

1.35

1.11

0.97

0.95

1.00


NAME Aug28-2015

EXPNO 450

PROCNO 1


Date_ 20150828

Time 15.54

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 575

DW 41.600 usec

DE 6.00 usec

TE 297.3 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300091 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

NAG-2BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

3l

1H NMR

S32

1H NMR

S33

6.56.66.76.86.97.07.17.27.37.47.57.67.77.87.98.08.18.28.38.48.5 ppm

6.9965

7.1804

7.1869

7.1921

7.2036

7.2088

7.2151

7.2604

7.5180

7.5258

7.5319

7.5400

7.6947

7.7032

7.7091

7.7173

7.9869

7.9918

8.0036

8.0087

2.57

1.52

1.07

2.00


NAME May27-2015

EXPNO 200

PROCNO 1


Date_ 20150527

Time 15.45

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 912

DW 41.600 usec

DE 6.00 usec

TE 297.9 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300094 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

AK-9BBRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

4b

S34

3.94.04.14.24.34.44.54.64.74.84.95.05.15.25.35.45.55.65.75.8 ppm

4.0553

4.0702

4.0835

4.0961

4.1131

4.1311

4.1508

4.1671

4.1956

4.2030

4.2187

4.2329

5.2993

5.3450

2.33

1.61

0.86

3.68

0.84


NAME May27-2015

EXPNO 200

PROCNO 1


Date_ 20150527

Time 15.45

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 912

DW 41.600 usec

DE 6.00 usec

TE 297.9 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300094 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

AK-9BBRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

4b

S35


m/z50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500 525 550 575 600 625 650 675 700 725 750 775

%

0

100

RAJ KUMAR MAK-9 6 (0.177) AM (Top,10, Ar,5000.0,556.28,0.70,LS 10); Sm (Mn, 2x3.00); Sb (1,40.00 ); Cm (5:9-13:24) 1: TOF MS ES+ 4.58e4306.2607

45843

278.218928103

261.07836577

250.17382526

148.61811359

123.46411128

214.0079690

334.292940659

362.331923914

390.361510167

418.39813719

446.4295880

486.1963381

514.2251253 685.4346

144584.3060

99

610.199990 727.4645

30

746.56469

HRMS

4b

S36

12 11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0000

0.8116

0.8366

0.8442

0.8530

0.8620

0.8701

0.8798

0.8960

1.2309

1.2547

1.2844

1.3342

1.4019

1.4219

1.6869

2.0442

4.0436

4.2683

7.2567

7.3118

7.3797

7.4260

7.4301

7.4343

7.4429

7.4482

7.4554

7.4621

7.4666

7.4761

7.4804

7.4932

7.4976

7.5166

7.5299

7.5335

7.5411

7.5489

7.5521

7.5536

7.5657

7.5747

7.5803

7.5915

7.5954

7.5985

7.6326

7.6380

7.6496

7.6532

7.6563

7.8507

7.8547

7.8719

7.8759

7.8957

7.9100

7.9193

7.9340

7.9924

8.0135

8.0362

8.0548

8.0589

5.61

13.18

1.94

3.02

2.19

1.60

0.78

1.01

3.41

2.77

1.08

3.72

1.02

1.02

1.00


NAME Mar16-2015

EXPNO 130

PROCNO 1


Date_ 20150316

Time 14.10

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 287

DW 41.600 usec

DE 6.00 usec

TE 294.1 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300111 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

RB-7BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

5a

1H NMR

S37

230 220 210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm

14.16

29.65

29.73

76.73

77.05

77.37

116.35

116.67

125.43

125.85

126.37

126.41

126.47

126.71

126.83

127.22

127.80

128.11

128.17

128.46

128.82

129.04

129.13

129.24

133.38

133.40

135.73

137.13

138.34

142.88

150.52


NAME Mar23-2015

EXPNO 431

PROCNO 1


Date_ 20150324

Time 3.02

INSTRUM spect


PULPROG zgpg30

TD 65536

SOLVENT CDCl3

NS 1024

DS 4

SWH 29761.904 Hz

FIDRES 0.454131 Hz

AQ 1.1010548 sec

RG 575

DW 16.800 usec

DE 6.00 usec

TE 294.1 K

D1 2.00000000 sec

d11 0.03000000 sec


TD0 1

======== CHANNEL f1 ========

NUC1 13C

P1 9.60 usec

PL1 -2.00 dB

SFO1 100.6228298 MHz

======== CHANNEL f2 ========

CPDPRG2 waltz16

NUC2 1H

PCPD2 80.00 usec

PL2 -3.00 dB

PL12 14.31 dB

PL13 18.00 dB

SFO2 400.1316005 MHz


SI 32768

SF 100.6127690 MHz

WDW EM

SSB 0

LB 1.00 Hz

GB 0

PC 1.40

RB-7 BRUKER

AVANCE II 400 NMR

Spectrometer

SAIF

Panjab University

Chandigarh

[email protected]

13C NMR

5a

S38


m/z75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500 525 550 575 600 625 650 675 700 725 750 775

%

0

100

RAJ KUMAR MAK-6 13 (0.389) AM (Top,10, Ar,5000.0,556.28,0.70,LS 10); Sm (Mn, 2x3.00); Sb (1,40.00 ) 1: TOF MS ES+ 1.23e4271.0839

12298

101.1678885

118.3905343

180.8007313 249.1144

93

475.31412917

272.10392786

453.33501004

359.2392290

273.1178230 342.2601

9435.3237

74

384.187315

476.3232698 701.4988

467

679.5175447

477.3545;75649.1594;11

610.161110

536.13734 703.5121;22

749.67901

HRMS

5a

S39

11 10 9 8 7 6 5 4 3 2 1 0 ppm

0.0000

0.0729

0.8364

0.8444

0.8529

0.8621

0.8697

0.8800

0.8963

1.2409

1.2552

1.2763

1.2828

1.2868

1.2979

1.4097

1.4255

2.0457

2.6655

7.2621

7.3752

7.4479

7.4523

7.4572

7.4647

7.4715

7.4771

7.4821

7.6238

7.6299

7.6440

7.6476

7.8819

7.8856

7.8985

7.9029

7.9961

7.9974

8.0144

8.0198

8.1014

8.1056

8.1180

8.1223

3.07

1.02

2.01

1.05

1.99

1.01

2.00


NAME Mar16-2015

EXPNO 140

PROCNO 1


Date_ 20150316

Time 14.15

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 228

DW 41.600 usec

DE 6.00 usec

TE 294.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300089 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

RB-8BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

5b

S40

6.97.07.17.27.37.47.57.67.77.87.98.08.18.28.38.48.58.6 ppm

7.2621

7.3752

7.4479

7.4523

7.4572

7.4647

7.4715

7.4771

7.4821

7.6238

7.6299

7.6440

7.6476

7.8819

7.8856

7.8985

7.9029

7.9961

7.9974

8.0144

8.0198

8.1014

8.1056

8.1180

8.1223

1.02

2.01

1.05

1.99

1.01

2.00


NAME Mar16-2015

EXPNO 140

PROCNO 1


Date_ 20150316

Time 14.15

INSTRUM spect


PULPROG zg30

TD 65536

SOLVENT CDCl3

NS 8

DS 2

SWH 12019.230 Hz

FIDRES 0.183399 Hz

AQ 2.7263477 sec

RG 228

DW 41.600 usec

DE 6.00 usec

TE 294.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ========

NUC1 1H

P1 10.90 usec

PL1 -3.00 dB

SFO1 400.1324710 MHz


SI 32768

SF 400.1300089 MHz

WDW EM

SSB 0

LB 0.30 Hz

GB 0

PC 1.00

RB-8BRUKER

AVANCE II 400 NMR

Spectrometer


Chandigarh

[email protected]

1H NMR

5b

S41


m/z262 263 264 265 266

%

0

100

RAJ KUMAR AK-7- 6 (0.176) AM (Top,10, Ar,5000.0,556.28,0.70,LS 10); Sm (Mn, 2x3.00); Sb (1,40.00 ); Cm (6:8-11:16) 1: TOF MS ES+ 3.13e4263.0510

31322

262.6085204

261.9454153

261.495962

262.1032151

262.9167180

263.810511885

263.628519

264.079810145

265.0946779264.8249

28264.4839

5

266.0796110

265.50751

HRMS

1H NMR

5b

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