2-Chlorothiophene-3-boronic acid → HCID 86679882、化合物
反応式
C[O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=3)[N:14]=2)[CH:7]=[CH:6][C:5]=1Br.[Cl:25][C:26]1[S:27][CH:28]=[CH:29][C:30]=1B(O)O>>[Cl:25][C:26]1[S:27][CH:28]=[CH:29][C:30]=1[C:5]1[CH:6]=[CH:7][C:8]([C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=3)[N:14]=2)=[CH:9][C:4]=1[C:3]([OH:2])=[O:24]参加物
3
実験手順
Using the conditions of General Procedure B for Suzuki Coupling and Hydrolysis in Parallel Mode, 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6; 89 mg, 0.2 mmol) was reacted with and 2-chlorothiophene-3-boronic acid (available from Combi-Blocks Inc.; 65 mg, 0.4 mmol). The resulting ester was hydrolyzed and the acid was purified to give 2-(2-chloro-thiophen-3-yl)-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid (42 mg, 45%). 1H NMR (400 MHz, DMSO-d6) δ 13.18 (br s, 1H), 8.44-8.56 (m, 2H), 8.33 (d, J=2.0 Hz, 1H), 8.26 (dd, J=8.0, 2.0 Hz, 1H), 8.09 (dd, J=8.3, 2.0 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.45-7.61 (m, 2H), 7.08 (d, J=5.5 Hz, 1H)