Hydrochloric Acid → {3,5-Dimethyl-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenoxy}-acetic acid

反応式

C[O:2][C:3](=[O:36])[CH2:4][O:5][C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([C:13]2[NH:17][C:16]3[CH:18]=[C:19]([C:22](=[O:34])[NH:23][C:24]4[CH:33]=[CH:32][C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[N:25]=4)[CH:20]=[CH:21][C:15]=3[N:14]=2)=[C:8]([CH3:35])[CH:7]=1.[OH-].[Na+].Cl>CO>[CH3:35][C:8]1[CH:7]=[C:6]([CH:11]=[C:10]([CH3:12])[C:9]=1[C:13]1[NH:17][C:16]2[CH:18]=[C:19]([C:22](=[O:34])[NH:23][C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)[CH:20]=[CH:21][C:15]=2[N:14]=1)[O:5][CH2:4][C:3]([OH:36])=[O:2]

参加物

実験手順

To a solution of {3,5-dimethyl-4-[6-(quinolin-2-ylcarbamoyl)-1H-benzoimidazol-2-yl]-phenoxy}-acetic acid methyl ester (200 mg, 0.41 mmol) in MeOH (5 mL) was added NaOH (1N, 5 ml) and the solution was stirred at ambient temperature for 3 h. The solution was carefully acidified to pH 3-4 with 1N HCl and the suspension was filtered, washed with water, and the white solid was dried in vacuum oven to give the title compound. 1H NMR (DMSO-d6, 400 MHz): δ 13.02 (s, 1H), 11.13 (s, 1H), 8.44 (m, 3H), 8.04 (d, 1H), 7.98 (d, 1H), 7.91 (d, 1H), 7.77 (m, 2H), 7.56 (m, 1H), 6.81 (s, 2H), 4.76 (s, 2H), 2.13 (s, 6H). MS (m/z) 467.2 (M+1); Retention time: 1.03 min (Method 10).