Benzoyl chloride → N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-benzamide

반응식

[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]([CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])[C:7]2=[O:12].[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)C(C)C)(C)C>C(Cl)Cl>[CH3:16][N:15]([CH3:17])[CH2:14][CH2:13][N:6]1[CH:5]=[CH:4][C:3]2[C:8](=[CH:9][CH:10]=[CH:11][C:2]=2[NH:1][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:7]1=[O:12]

참가 물질

실험 절차

5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one (50 mg, 0.0002 mol), benzoyl chloride (36 mg, 0.00026 mol) and N,N-diisopropylethylamine (110 mg, 0.00086 mol) were stirred in methylene chloride (3 mL, 0.05 mol) at room temperature for 2 hours. The mixture was diluted with CH2Cl2 (20 mL) and the organic layer was separated and washed with NaHCO3 (10 mL), dried over Na2SO4, and purified via flash column chromatography (12 g of silica gel, 10% MeOH/CH2Cl2) to give the product as a light yellow solid.