反应详情

温度

50 °C

Hydrogen sulfide gas was passed into a solution of 1-[2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinecarbonitrile (i.e. the product of Example 8, Step B) (9.0 g, 30 mmol) and diethanolamine (3.15 g, 30 mmol) in N,N-dimethylformamide (15 mL) at 50° C. in a flask equipped with dry-ice condenser. The hydrogen sulfide feed was stopped when the reaction mixture became saturated with hydrogen sulfide, as indicated by condensation on the cold-finger. The reaction mixture was stirred for an additional 30 minutes at 50° C. Then excess hydrogen sulfide gas was sparged into the scrubber by a subsurface nitrogen flow, and water (70 mL) was gradually added. The reaction mixture was cooled to 5° C., filtered, and washed with water (2×30 mL). The filter cake was dried at 50° C. in a vacuum-oven to give 8.0 g of the title compound as a solid, melting at 185-186° C.

1. customat 50° C.
2. customequipped with dry-ice condenser
3. customas indicated by condensation on the cold-finger
4. customThen excess hydrogen sulfide gas was sparged into the scrubber by a subsurface nitrogen flow, and water (70 mL)
5. additionwas gradually added
6. temperatureThe reaction mixture was cooled to 5° C.
7. filtrationfiltered
8. washwashed with water (2×30 mL)
9. customThe filter cake was dried at 50° C. in a vacuum-oven