32 3054 (Ar-CH, str), 2940 (-CH, asym. str. ), 2862, 2810 (-CH, sym. str.), 1244 (- CH 2 , ipd.), 782 (-CH 2 , oopd.), 1010-1090 (-C-O-C, sym, str.) Mass (m/e value): 341 (5), 325 (100), 313 (70), 295 (71), 293 (84), 264 (48), 266 (20), 250 (16), 224 (5), 210 (8), 206 (16), 195 (24), 180 (86), 160 (23), 148 (100), 135 (46), 121 (20), 107 (18), 92 (24), 77 (33), 65 (37), 44 (24), 41 (5). C, H, N (in %): Found: 66.82 (C), 6.83 (H), 12.30 (N), Cacld: 66.84 (C), 6.79 (H), 12.31 (N) Ethyl 3,5-dimethyl-4-[5-(4-nitrophenyl)-4, 5-dihydro-1H-pyrazol-3-yl]-1Hpyrrole-2-carboxylate (VGM-6) IR (KBr) cm -1 : 3312, 3214 (-NH, str.), 1389 (-C-N, str.), 1690 (-C=O, str.), 1520 (-C=C, str. of pyrrole), 1496 (-CH 2 def.), 1440 (-CH 3 , C-H def.), 2965, 2921 (-CH, asym. str. ), 1251 (-CH 2 , ipd.), 774 (-CH 2 , oopd.), 1010-1086 (-C-O-C, sym, str.) 1 H NMR (δ ppm): 1.34 (3H,s), 2.38 (3H, s), 2.53 (3H, s), 3.50 (1H, m), 4.29 (2H, qt), 4.92 (1H, t), 6.42 (-NH, s), 7.64 (2H, t, J= 1.92, 8.68 Hz), 8.17 (2H, d, J= 8.72 Hz ), 10.82 (-NH, s) Mass (m/e value): 356 (100), 342 (14), 326 (7), 310 (100), 294 (3), 281 (39), 279 (10), 264 (10), 250 (2), 235 (8), 220 (2), 207 (3), 188 (37), 178 (3), 161 (20), 146 (10), 133 (22), 119 (8), 106 (8), 91 (11), 77 (8), 65 (12),44 (7), 41 (3). C, H, N (in %): Found: 60.62 (C), 5.63 (H), 15.70 (N), Cacld: 60.66 (C), 5.66 (H), 15.72 (N) Ethyl 3,5-dimethyl-4-[5-(2-nitrophenyl)-4, 5-dihydro-1H-pyrazol-3-yl]-1Hpyrrole-2-carboxylate (VGM-7) IR (KBr) cm -1 : 3224, 3186 (-NH, str.), 1540 (-NH, def.), 1387 (-C-N, str.), 1686 (-C=O, str.), 1520 (-C=C, str. of pyrrole), 1480 (-CH 2 def.), 1435 (-CH 3 , C-H def.), 2956, 2914 (-CH, asym. str. ), 2851, 2810 (-CH, sym. str.), 1244 (-CH 2 , ipd.), 776 (-CH 2 , oopd.), 1005-1084 (-C-O-C, sym, str.) 1 H NMR (δ ppm): 1.34-1.38 (3H, t), 2.41 (3H, s), 2.98 (1H, m), 3.49 (3H, s), 3.73 (1H, m), 4.30-4.34 (2H, qt), 5.29-5.34 (1H, t), 7.42 – 7.46 (1H, m, 1.40, 7.08 Hz), 7.62 – 7.66 (1H, t-t, J= 1.24, 6.64 Hz), 7.95 -8.00 (2H, t-t, J= 0.96, 1.16 Hz), 8.8 (1H, s) Mass (m/e value): 356 (69), 342 (74), 322 (5), 307 (14), 292 (5), 275 (69), 263 (300, 247 (27), 235 (60), 221 (32), 207 (29), 188 (22), 180 (14), 167 (18), 147 (100), 131 (20), 119 (30), 104 (20), 91 (26), 77 (25), 65 (28), 44 (15), 41 (4).
33 C, H, N (in %): Found: 60.62(C), 5.67(H), 15.70 (N), Cacld: 60.66(C), 5.66(H), 15.72 (N) Ethyl 4-[5-(4-chlorophenyl)-4, 5-dihydro-1H-pyrazol-3-yl]-3, 5-dimethyl-1Hpyrrole-2-carboxylate (VGM-8) IR (KBr) cm -1 : 3364, 3246 (-NH, str.), 1374 (-C-N, str.), 1684 (-C=O, str.), 1510 (-C=C, str. of pyrrole), 1494 (-CH 2 def.), 2956, 2914 (-CH, asym. str.), 1240 (- CH 2 , ipd.), 779 (-CH 2 , oopd.), 1080 (-C-O-C, sym, str.) 1 H NMR (δ ppm): 2.46 (3H,t), 2.51 (3H, s), 2.75 (1H, m), 3.69 (1H, m), 3.86 (2H,qt), 4.33 (3H, m), 4.63 (1H, t), 7.24 (1H, t, J= 8.64, 8.04 Hz ), 7.32 (2H, m, J= 2.62 Hz), 7.38-7.40 (1H, m, J= 6.52 , 2.62 Hz), 8.65 (1H, s) Mass (m/e value): 345 (58), 331 (32), 311 (20), 299 (100), 283 (41), 270 (14), 256 (5), 242 (3), 234 (4), 220 (4), 206 (5), 188 (20), 178 (4), 102 (8), 91 (10), 77 (10), 65 (14), 44 (15), 41 (3). C, H, N (in %): Found: 62.54(C), 5.80(H), 10.21 (N), Cacld: 62.52(C), 5.83(H), 10.25 (N) Ethyl 4 - [5 - (4-anthracene) - 4, 5- dihydro- 1H- pyrazol- 3- yl]- 3, 5- dimethyl- 1H-pyrrole-2-carboxylate (VGM-9) IR (KBr) cm -1 : 3346, 3274 (-NH, str.), 1540 (-NH, def.), 1389 (-C-N, str.), 1686 (-C=O, str.), 1524 (-C=C, str. of pyrrole), 1492 (-CH 2 def.), 1438 (-CH 3 , C-H def.), 3024,3010 (Ar-CH, str.) 2954, 2912 (-CH, asym. str. ), 2860, 2814 (-CH, sym. str.), 1242 (-CH 2 , ipd.), 778 (-CH 2 , oopd.), 1010-1086 (-C-O-C, sym, str.) C, H, N (in %): Found: 75.50 (C), 6.54 (H), 10.12 (N), Cacld: 75.52 (C), 6.58 (H), 10.16 (N) Ethyl 4-(5-cyclohexa-2,5-dien-1-yl-4,5-dihydro-1H-pyrazol-3-yl)-3,5-dimethyl- 1H-pyrrole-2-carboxylate (VGM-10) IR (KBr) cm -1 : 3264, 3178 (-NH, str.), 1538 (-NH, def.), 1391 (-C-N, str.), 1688 (-C=O, str.), 1521 (-C=C, str. of pyrrole), 1475 (-CH 2 def.), 1436 (-CH 3 , C-H def.), 2940, 2912 (-CH, asym. str. ), 2856, 2814 (-CH, sym. str.), 1240 (-CH 2 , ipd.), 789 (-CH 2 , oopd.), 1014-1096 (-C-O-C, sym, str.) Mass (m/e value): 311 (5), 297 (92), 283 (54), 266 (24), 265 (92), 251 (20), 236 (20), 222 (15), 206 (19), 188 (26), 180 (61), 160 (20), 148 (100), 133 (17), 122 (19), 105 (47), 91 (28), 77 (57), 65 (37), 51 (21), 41 (6).
- Page 1 and 2: Saurashtra University Re - Accredit
- Page 3 and 4: Statement under O.Ph.D.7 of Saurash
- Page 5 and 6: To My Family, With Love
- Page 7 and 8: I would like to thank my dear lab m
- Page 9 and 10: Synthetic Aspects 55 QSAR Study 59
- Page 11 and 12: CHAPTER-6 MICROWAVE ASSISTED SYNTHE
- Page 13: Chapter-1 Introduction, Synthesis a
- Page 16 and 17: 2 Their biological functions are as
- Page 18 and 19: 4 5. The reaction of β-amino-α,
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- Page 22 and 23: 8 11. A new microwave-assisted rear
- Page 24 and 25: 10 Gaetano Dattolo 38 and his resea
- Page 26 and 27: 12 -CONHOCH 3 O -CONHNH 2 Cl C N F
- Page 28 and 29: 14 Molecular modeling and docking c
- Page 30 and 31: 16 R 3 R 4 R 1 ,R 2 ,R 3 ,=H, alkyl
- Page 32 and 33: 18 CH 3 CH 3 N C O NH H 3 CH 3 F N
- Page 34 and 35: 20 Drug Name Chemical Structure : :
- Page 36 and 37: 22 1.3 REACTION SCHEMES 1.3.1 Schem
- Page 38 and 39: 24 1.4 Experimental Protocols Comme
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- Page 43 and 44: 29 of phenyl ring from molecule, ba
- Page 45: 31 Ethyl 3,5-dimethyl-4-[5-(3-nitro
- Page 49 and 50: 35 IR (KBr) cm -1 : 3320, 3246 (-NH
- Page 51 and 52: IR spectrum of Ethyl 4-[5-(4-methox
- Page 53 and 54: 39 1 H NMR spectrum of Ethyl 3, 5-d
- Page 55 and 56: 41 1 H NMR spectrum of Ethyl 3, 5-d
- Page 57 and 58: Mass spectrum of Ethyl 3, 5-dimethy
- Page 59 and 60: 45 Mass spectrum of Ethyl 3, 5-dime
- Page 61 and 62: 47 29. Ekkati A. R., Bates D. K., S
- Page 63 and 64: Chapter-2 Introduction, Synthesis a
- Page 65 and 66: 50 with improved bioavailability, t
- Page 67 and 68: 52 combining Ca 2+ antagonism and t
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- Page 73 and 74: 58 PAF, will have clinical utilitie
- Page 75 and 76: 60 According to the 3D QSAR study,
- Page 77 and 78: 62 2.3.3 Scheme 3 O O R HN CH 3 O H
- Page 79 and 80: 64 2.5 EXPERIMENTAL 2.5.1 N-(naphth
- Page 81 and 82: 66 2.6 PHYSICAL DATA TABLE 2.6.1 Ph
- Page 83 and 84: 68 2.7 SPECTRAL DISCUSSION 2.7.1 IR
- Page 85 and 86: 70 ionization chamber and resolved
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- Page 89 and 90: 74 1,4- Dihydro -4- (4-hydroxy phen
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- Page 93 and 94: IR spectrum of 1,4- dihydro-4-(4-me
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1 H NMR spectrum of 1,4- dihydro-4-
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84 REFERENCES 1. Alker, D.; Arrowsm
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86 51. Pickard, J. D.; Murray, G. D
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Chapter - 3 A mini review of Dihydr
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urea, is the first intermediate in
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91 A variety of substituted aromati
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93 first organocatalytic asymmetric
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95 one system in high yield and hig
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97 classical dihydropyridine calciu
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99 Atwal et al 58 examined a series
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101 biological activity. Biological
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103 Applying intramolecular Heck re
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105 furo[3,4-d]pyrimidines, pyrrolo
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107 Figure 2: The reaction of 2-ami
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109 O O O R 1 NH ClCH 2 COOH R 1 N
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111 A N B N O S R 1 3.6 Biginelli R
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113 3.7.1 Name reactions Following
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115 and urea or thiourea to afford
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117 3.8.1 Cycloaddition reaction Re
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119 3.8.5 Solid Phase Organic Synth
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121 Lusch and Tallarico 31 reported
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123 continuation of this work, it w
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124 INTRODUCTION A general introduc
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126 4.1.2 Scheme-2 R 2 O R 1 NH NH
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128 4.1.5 Reaction Mechanism O NH N
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130 4.3.2 N - (Substituted phenyl)-
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132 13. AKS- 562 4-F 2,3,5,6- 441.5
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134 14 AKS-583 4-F 3-OCH 3 397.46 1
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136 4.5 SPECTRAL ANALYSIS Spectral
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gave multiplet signal at similar re
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140 IR(KBr)cm -1 :3192 (-NH,str),31
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142 N - (4-Fluoro phenyl) -5- (3-me
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144 Mass: 435 (2), 431 (10), 416 (3
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IR spectrum of N,6-Bis(4-chlorophen
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1 H NMR Spectrum of 5-(2-Chlorophen
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150 1 H NMR Spectrum of N-(4-Chloro
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152 1 H NMR Spectrum of N,6-Bis(1-n
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Mass Spectrum of N-(4-Chlorophenyl)
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Mass Spectrum of 5-(2-Chlorophenyl)
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Chapter-5 Synthesis and Characteriz
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159 5.1 REACTOIN SCHEMES 5.1.1 Sche
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161 5.2 Experimental 5.2.1 N-Substi
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163 5.3 PHYSICAL DATA 5.3.1 Physica
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165 AKS-916 2,4diCH 3 4-Cl 3,4,5-tr
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167 The supplementary characterizat
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169 IR(KBr,cm -1 ): 3292-3228 (-NH)
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171 IR(KBr,cm -1 ): 3312-3215 (-NH)
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173 N-(2,4-Di-methylphenyl)-N-(4-ch
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IR spectrum of 4-(phenyl)-N-(4-chlo
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IR spectrum of 4-(4-flourophenyl)-N
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1 H NMR spectrum of 4-(4-hydroxyphe
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1 H NMR spectrum of N-(3-methylphen
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Mass spectrum of 4-(2,3-benzophenyl
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184 INTRODUCTION The current chapte
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186 6.1.3 Scheme-3 CH 3 R NH O H 3
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188 6.2 EXPERIMENTAL N- (Substitute
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190 6.3.2 Physical data of 6-methyl
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192 at 7.59 δ ppm with J value 8.8
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194 N-(4-Flourophenyl)-6-methyl-2-o
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196 C, H, N (in %): Found: 71.72 (C
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198 C, H, N (in %): Found: 68.09 (C
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IR spectrum of N-( 4-Flouro phenyl)
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1 H NMR spectrum of N-(4-Fluorophen
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Mass spectrum of N-(2,3-Dimethylphe
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206 References 1. Kappe, C. O.; Acc
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208 54. Forray, C.; Bard, J. A.; We
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210 96. Manhi, M. and Abdel-Fattah,
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212 153. Trost, B. M.; Crawley, M.
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213 Biological Activity Study The p
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215 Incubation time and temperature
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217 34. AKS-904 -- - - - 100 100 35
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234 SUMMARY OF WORK The work presen
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236 Presentation of Paper & Confere