反应详情

To a solution of 4-(3-phenyl-5-trifluoromethyl-isoxazol-4-yl)-1H-imidazole-2-carboxylic acid methyl ester (100 mg, 0.3 mmol) in THF (1 mL) was added a solution of lithium hydroxide monohydrate (24.8 mg, 0.6 mmol) in water (1 mL) and the resulting mixture stirred at room temperature overnight, and then at 50° C. overnight. After cooling to room temperature the mixture was acidified to pH 1 with HCl (25%, 3 drops) and methanol (2 drops) added. The mixture was then heated at 80° C. for 34 h and left at room temperature for 2 days. The mixture was then extracted with ethyl acetate and the combined organic extracts washed with an aqueous saturated sodium hydrogen carbonate solution, brine, dried over sodium sulfate and evaporated to afford the title compound (70 mg, 85%) which was obtained as an off-white solid. MS: m/e 280.1 [M+H]+.

1. customat 50° C.
2. customovernight
3. temperatureAfter cooling to room temperature the mixture
4. additionadded
5. temperatureThe mixture was then heated at 80° C. for 34 h
6. waitleft at room temperature for 2 days
7. extractionThe mixture was then extracted with ethyl acetate
8. washthe combined organic extracts washed with an aqueous saturated sodium hydrogen carbonate solution, brine
9. dry with materialdried over sodium sulfate
10. customevaporated