In this scholarly study, some synthesized substituted pyridine 9, 11C18, naphthpyridine derivative 10 and substituted pyrazolopyridines 19C23 through the use of cycnopyridone 8 being a starting materials

In this scholarly study, some synthesized substituted pyridine 9, 11C18, naphthpyridine derivative 10 and substituted pyrazolopyridines 19C23 through the use of cycnopyridone 8 being a starting materials. the nicotinonitrile derivative 13. Result of 12 with principal and supplementary amines, namely, (ESI): 482 [M+] (22), 465 (21), 440 (12), 237 (100), 204; ATA Anal. Calcd. for C31H19FN4O (482.50): C, 77.17; H, 3.97; N, 11.61. Found out C, 76.98; H, 3.78; N, 11.52%. 4.1.2. Synthesis of ethyl 2-(3-cyano-4-(3-(4-fluorophenyl)-1-phenyl-1(ESI): 568 [M+] (2.5), 495 EMT inhibitor-2 (65), 237 (80), 127 (100); Anal. Calcd. for C35H25FN4O3 (568.60): C, 73.93; H, 4.43, N, 9.85. Found out C, 73.80; H, 4.21; N, 9.64%. 4.1.3. Synthesis of 8-(3-(4-fluorophenyl)-1-phenyl-1(ESI): 519 [M+ ? OH] (82), 393 (64), 284 (100), 237 (68), 127 (56); Anal. Calcd. for C33H21FN6O (536.50): C, 73.87; H, 3.94; N, 15.66. Found out C, 73.68; H, 3.24; N, 15.06%. 4.1.4. Synthesis of 5-(3-(4-fluorophenyl)-1-phenyl-1(ESI): 532 [M+ ? NH3] (82), 516 (76), 440 (28), 310 (20), 237 (100); Anal. Calcd. for C34H21FN6O (548.50): C, 74.44; H, 3.89; N, 15.32. Found out C, 74.24; H, 3.25; N, 14.98%. 4.1.5. Synthesis of 2-chloro-4-(3-(4-fluorophenyl)-1-phenyl-1(ESI): 503 [M+ + 2] (6), 501 [M+] (50), 465 (100), 237 (82); Anal. Calcd. for C31H18ClFN4 (500.90): C, 74.32; H, 3.62; N, 11.84. Found out C, 74.12; H, 3.26; N, 11.42%. 4.1.6. Synthesis of 2-[4-(3-(4-fluorophenyl)-1-phenyl-1(ESI): 530 [M+] (12), 440 (100), 237 (76), EMT inhibitor-2 204 (31); Anal. Calcd. for C34H19FN6 (530.50): C, 76.97; H, 3.61; N, 15.84. Found out C, 76.78; H, 3.42; N, 15.24%. 4.1.7. Synthesis of 14 and 15a,b A mixture of 2-chloronicotinonitrile 12 (5.0 g, 0.01 mol) and the appropriate amine, namely, o-aminothiophenol, morpholine or 2-methylpiperidine (0.01 mol) in EtOH (20 mL) was heated less than reflux for 3 h, then it was poured EMT inhibitor-2 about cold water, filtered off and crystallized from EtOH/dioxane to afford 14 and 15a,b, respectively. 4-(3-(4-Fluorophenyl)-1-phenyl-1(ESI): 589 [M+] (32), 465 (82), 441 (62), 237 (100), 127(12), 124 (20); Anal. Calcd. for C37H24FN5O (589.60): C, 75.36, H, 4.10; N, 11.88. Found out C, 75.18; H, 4.05; N, 11.73%. 4-(3-(4-Fluorophenyl)-1-phenyl-1= 8.8 Hz), 3.05 (t, 4H, = 8.8 Hz), MS (ESI): 552 [M+] (52), 465 (28), 237 (100), 230 (7), 127 (12), 87 (22); Anal. Calcd. for C35H26FN5O (551.60): C, 76.21; H, 4.75; N, 12.70. Found out C, 75.98; H, 4.26; N, 12.31%. 4-(3-(4-Fluorophenyl)-1-phenyl-1(ESI): 564 [M+] (27), 538 (25), 439 (12), 237 (100), 100 (23); Anal. Calcd. for C35H29FN6 (564.60): C, 76.58, H, 5.18; N, 14.88. Found out C, 75.98; H, 4.92; N, 14.72%. 4.1.8. Synthesis of 4-(3-(4-Fluorophenyl)-1-phenyl-1(ESI): 496 [M+] (12), 465 (81), 440 (100), 237 (20), 204 (76); Anal. Calcd. for C31H21FN6 (496.55): C, 74.99; H, 4.26; N, 16.93. Found out C, 74.86; H, 4.12; N, 16.78%. 4.1.9. Synthesis of 17 and 18 A mixture of 16 (4.9 g, 0.01 mol), acetylacetone or 4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione (0.01 mol) in EtOH (10 mL) and AcOH (4 mL) was heated reflux for 3 h. After chilling, the solid acquired was filtered off, dried and crystallized from EtOH/dioxane to afford 17 and 18, respectively. 2-(3,5-Dimethyl-1(ESI): 560 [M+] (13), 533 (26), 438 (62), 237 (15), 95 (100); Anal. Calcd. for C36H25FN6 (560.60): C, 77.13; H, 4.49; N, 14.99. Found out C, 76.92; H, 4.32; N, 14.81%. 4-(3-(4-Fluorophenyl)-1-phenyl-1(ESI): 583 [M+] (10), 465 (72), 237 (100), 299 (8), 217 (5); Anal. Calcd. for C39H22F4N6S (682.60): C, 68.61; H, 3.25; N, 12.31. Found out C, 68.02; H, 3.12; N, 12.03%. 4.1.10. Synthesis of 19 and 20 A solution of 16 (4.9 g, 0.01 mol) in a mixture of AcOH/Ac2O (10 mL) or in glacial AcOH (10 mL) was refluxed for 2 h, poured about ice/water, filtered off and crystallized from EtOH/dioxane to give 19 and 20, respectively. Also,.