反应详情

温度

90 °C

A mixture of (S)-7-chloro-5-(3-(hydroxymethyl)pyrrolidin-1-yl)-3-methylpyrido[4,3-d]pyrimidin-4(3H)-one (26 mg, 0.088 mmol), 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine (28 mg, 0.097 mmol), Pd(PPh3)4 (10.2 mg, 0.0088 mmol), K2CO3 (36 mg, 0.26 mmol), 2-propanol (3 mL) and H2O (1 mL) was stirred at 90° C. overnight. The reaction mixture was cooled to room temperature and worked-up. The residue was purified on slilica gel flash column chromatography (eluent: 0-10% methanol in dichloromethane) to afford (S)-5-(3-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-7-(4-morpholinophenyl)pyrido[4,3-d]pyrimidin-4(3H)-one as a slightly yellow solid. 1H NMR (CDCl3) δ (ppm) 8.06 (d, 2H), 8.01 (s, 1H), 7.19 (s, 1H), 6.96 (d, 2H), 3.91-3.81 (m, 5H), 3.78-3.65 (m, 4H), 3.65-3.58 (m, 1H), 3.50 (s, 3H), 3.27-3.24 (m, 4H), 2.57-2.47 (m, 1H), 2.15-2.07 (m, 1H), 1.90 (s, br, 1H), 1.82-1.72 (m, 1H); HPLC-MS calculated C23H27N5O3 (M+H+): 422.22, found: 422.20.

1. temperatureThe reaction mixture was cooled to room temperature
2. customThe residue was purified on slilica gel flash column chromatography (eluent: 0-10% methanol in dichloromethane)