反应详情

温度

-78 °C

4-Amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-(2-hydroxy-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidine-5-carbonitrile (22.8 mg; 0.47 mmol; 1.00 eq) was dissolved in dichloromethane (10.00 mL) and chilled to −78° C. The solution was charged with triethylamine (0.20 mL; 1.41 mmol; 3.00 eq) and methanesulfonyl chloride (0.05 mL; 0.70 mmol; 1.50 eq). The reaction was stirred, cold, for 1 hour, then allowed to warm to ambient temperature. The reaction mixture was quenched by dropwise addition of sodium bicarbonate (saturated aq; 10 mL). The organic layer was separated, dried over sodium sulphate, filtered and concentrated to yield methanesulfonic acid 2-[2-[1-(6-amino-5-cyano-pyrimidin-4-yl)-piperidin-4-yl]-4-(4-fluoro-3-trifluoromethyl-phenyl)-imidazol-1-yl]-ethyl ester (259 mg; 0.47 mmol; 99.8%). LC-MS: (M+1=554, obsd.=554).

1. temperatureto warm to ambient temperature
2. customThe reaction mixture was quenched by dropwise addition of sodium bicarbonate (saturated aq; 10 mL)
3. customThe organic layer was separated
4. dry with materialdried over sodium sulphate
5. filtrationfiltered
6. concentrationconcentrated