反应详情

温度

60 °C

To a solution of the hydrochloride salt of 3-(1-hydroxy-1-methylethyl)-5-(5-methylpyridin-2-yl)benzoic acid (165 mg, 0.536 mmol) in N,N-dimethylformamide (2.1 mL) was added the hydrochloride salt of (1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethanamine (170 mg, 0.643 mmol), EDC (123 mg, 0.643 mmol), HOBT (82.0 mg, 0.536 mmol) and triethylamine (0.374 mL, 2.68 mmol) and the mixture was heated to 60° C. After 1 h the mixture was allowed to cool to ambient temperature, water and trifluoroacetic acid were added. The mixture was purified by reverse phase chromatography (C-18, 95% water/acetonitrile→50% water/acetonitrile with 0.1% trifluoroacetic acid). Treatment with 2 M hydrochloric acid in diethyl ether gave the title compound as a hydrochloride salt (179 mg). HRMS 445.1845 (M+1). 1H NMR (500 MHz, CD3OD): δ 9.04 (s, 2H); 8.69 (s, 1H); 8.46 (d, J=8.4 Hz, 1H); 8.28-8.21 (m, 4H); 5.37 (q, J=7.2 Hz, 1H); 2.60 (s, 3H); 1.73 (d, J=7.2 Hz, 3H); 1.64 (s, 6H).

1. temperatureto cool to ambient temperature
2. customThe mixture was purified by reverse phase chromatography (C-18, 95% water/acetonitrile→50% water/acetonitrile with 0.1% trifluoroacetic acid)