反应详情

温度

65 °C

To a room temperature solution of (±)-2,2,2-trifluoro-1-(3-(4-(2-phenylpyrimidin-5-yl)-1H-imidazol-2-yl)piperidin-1-yl)ethanone (18 mg, 0.04 mmol) in tetrahydrofuran (1 mL) was added borane-tetrahydrofuran (1M, 0.13 mL, 0.13 mmol). The reaction mixture was heated at 65° C. for four hours, cooled, treated carefully with 6 mL of 6N HCl and 2 mL of ethanol and heated at 65° C. for one hour. The cooled reaction mixture was extracted four times with ethyl acetate and the organic phase was dried over magnesium sulfate, filtered, and rotovapped. The residue was chromatographed on silica (4 g) and eluted with 1:20:80 to 5:30:70 triethylamine-isopropanol-hexanes to give the title compound as a bright yellow solid white solid; Rf 0.15 with 1:20:80 v/v triethylamine-isopropanol-hexanes; MS (ESI+) m/z 404 (M+1); H-PGDS FPBA IC50: 10 μM.

1. temperaturecooled
2. temperatureheated at 65° C. for one hour
3. customThe cooled reaction mixture
4. extractionwas extracted four times with ethyl acetate
5. dry with materialthe organic phase was dried over magnesium sulfate
6. filtrationfiltered
7. customThe residue was chromatographed on silica (4 g)
8. washeluted with 1:20:80 to 5:30:70 triethylamine-isopropanol-hexanes