反应详情

温度

75 °C

Sodium hydroxide (powder, 74 mg) was added to a solution of 5-(2,5-difluoro-4-(2-methoxy-4,6-dimethylpyridin-3-yl)phenyl)-1-[(S)-tetrahydrofuran-3-yl]-1H-pyrazole-4-carboxamide (199 mg) in DMSO (2 mL), and the reaction mixture was stirred at 75° C. for 1.5 hours. After the reaction mixture was cooled to room temperature, water, acetic acid (0.106 mL) and ethyl acetate were added to the reaction mixture with stirring. After the precipitated solid was filtered, organic layer was washed with water, a saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, and the desiccant was removed by filtration. After the filtrate was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 55% to 90% to 96%), and the resulting crude was solidified by adding n-heptane/MTBE to give the title compound (33 mg).

1. temperatureAfter the reaction mixture was cooled to room temperature
2. stirringwith stirring
3. filtrationAfter the precipitated solid was filtered
4. washorganic layer was washed with water
5. dry with materiala saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate
6. customthe desiccant was removed by filtration
7. concentrationAfter the filtrate was concentrated under reduced pressure
8. customthe residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 55% to 90% to 96%)
9. additionby adding n-heptane/MTBE