Trifluoroacetic acid → N-(3-fluoro-4-(2-(piperidin-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide
반응식
[F:1][C:2]1[CH:30]=[C:29]([NH:31][C:32]([C:34]2[C:39](=[O:40])[N:38]([C:41]3[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=3)[N:37]=[CH:36][CH:35]=2)=[O:33])[CH:28]=[CH:27][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([CH:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)[S:13][C:6]=12.C(O)(C(F)(F)F)=O>>[F:1][C:2]1[CH:30]=[C:29]([NH:31][C:32]([C:34]2[C:39](=[O:40])[N:38]([C:41]3[CH:42]=[CH:43][C:44]([F:47])=[CH:45][CH:46]=3)[N:37]=[CH:36][CH:35]=2)=[O:33])[CH:28]=[CH:27][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([CH:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[S:13][C:6]=12참가 물질
3
반응물 2
생성물 1
실험 절차
A round-bottomed flask was charged with tert-butyl 4-(7-(2-fluoro-4-(1-(4-fluorophenyl)-6-oxo-1,6-dihydropyridazine-5-carboxamido)phenoxy)thieno[3,2-b]pyridin-2-yl)piperidine-1-carboxylate (87.3 mg, 0.132 mmol) and CF3COOH (5 mL). The reaction mixture was stirred at room temperature until the starting material had been consumed (one hour). Then the solvent was removed and the residue was purified by silica gel chromatography (dichloromethane/7 M NH3 in MeOH from 50/1 to 10/1, v/v) to afford product (38.5 mg, 52%). LRMS (APCI pos): >99% purity, 254 nm, m/e 560 (M+1). 1H NMR (400 MHz, CDCl3) δ 11.83 (s, 1H), 8.44 (d, 1H), 8.41 (d, 1H), 8.24 (d, 1H), 7.95 (dd, 1H), 7.61 (m, 2H), 7.38 (m, 1H), 7.21-7.28 (m, 4H), 6.46 (d, 1H), 3.23 (m, 2H), 3.06 (m, 1H), 2.79 (m, 2H), 2.11 (m, 2H), 1.77 (m, 2H),