反应详情

A mixture of 1-allyl-4-{[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]methyl}piperazine-2-carboxylic acid (EXAMPLE AAA14, 95 mg, 0.16 mmol), methanol (0.02 mL, 0.49 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (47 mg, 0.24 mmol) and 4-(dimethylamino)-pyridine (50 mg, 0.41 mmol) in methylene chloride (1 mL) was stirred at rt for 20 h. Removal of the solvent and subsequent purification by preparative thin layer chromatography using 5% of 2N ammonium in methanol/methylene chloride as eluent provided the title compound as a white solid. 1H NMR (CDCl3, 500 MHz): δ 2.31 (brs, 1H), 2.42 (m, 1H), 2.47 (m, 1H), 2.56 (m, 1H), 2.64 (m, 1H), 3.02 brs, 2H), 3.20 (brs, 1H), 3.32 (m, 1H), 3.42 (m, 2H), 3.65 (s, 3H), 4.25 (dd, 1H, J1=14.2 Hz, J2=6.2 Hz), 4.43 (dd, 1H, J1=14.4 Hz, J2=8.0 Hz), 5.06 (s, 1H), 5.16 (s, 2H), 5.84 (m, 1H), 6.11 (d, 1H, J=13.3 Hz), 6.83 (d, 1H, J=3.2 Hz), 7.30-7.60 (m, 7H). MS (API-ES+): 601 (M+H).

1. customRemoval of the solvent and subsequent purification by preparative thin layer chromatography