Ammonium Chloride → HCID 86703313、化合物

反応式

[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32](OC)=[O:33])[N:27]=3)=[C:8]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:9]2[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[CH:5][CH:4]=1.[BH4-].[Na+].[Cl-].[NH4+]>CO.O1CCCC1>[OH:33][CH2:32][C:28]1[N:27]=[C:26]([CH2:25][C:7]2[C:6]3[C:10](=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[C:8]=2[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:31]=[CH:30][CH:29]=1

参加物

実験手順

To a solution of tert-butyl 6-methoxy-3-(6-methoxycarbonylpyridin-2-ylmethyl)-2-phenyl-1H-indole-1-carboxylate (628 mg) in methanol/tetrahydrofuran (6 mL/6 mL) was added sodium borohydride (251 mg) under ice-cooling. The mixture was stirred under ice-cooling for 2 hours. To the reaction mixture was added a saturated aqueous ammonium chloride solution carefully, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain the title compound (593 mg). 1H-NMR (CDCl3) δ ppm: 1.23 (9H, s), 3.89 (3H, s), 3.95-4.01 (1H, m), 4.05 (2H, s), 4.65-4.72 (2H, m), 6.81-6.92 (2H, m), 6.94-7.00 (1H, m), 7.27-7.44 (6H, m), 7.44-7.52 (1H, m), 7.86 (1H, d, J=2.5 Hz).