反应详情

温度

60 °C

To a solution of 5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (200 mg, 0.58 mmol) in DMF (16.7 mL) was added 1,1′-carbonyldiimidazole (116 mg, 0.69 mmol). The resulting reaction mixture was stirred for 1 h at 60° C. and then treated with an ammonium hydroxide solution (887 μL, 5.8 mmol) and stirred overnight at room temperature. The reaction mixture was then poured into aqueous sodium chloride (saturated) and the mixture was extracted with ethyl acetate. The combined organic layers were then washed with water and saturated sodium hydrogen carbonate solution and then dried over sodium sulfate, filtered and evaporated. Concentration and purification by chromatography (silica, dichloromethane:methanol=98:2 to 9:1) afforded the title compound (170 mg, 85%) as a white solid. MS: m/e=345.0 [M−H]−.

1. customThe resulting reaction mixture
2. stirringstirred overnight at room temperature
3. extractionthe mixture was extracted with ethyl acetate
4. washThe combined organic layers were then washed with water and saturated sodium hydrogen carbonate solution
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. customevaporated
8. concentrationConcentration and purification by chromatography (silica, dichloromethane:methanol=98:2 to 9:1)