反应详情

温度

110 °C

To a solution of L-proline (35 mg) in dimethyl sulfoxide (4 mL) was added at room temperature sodium hydroxide (12 mg). The reaction mixture was stirred at room temperature for 30 min. (R)-3-(4-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (example 142, step 2, 150 mg), sodium methanesulfinate (311 mg) and copper(I) iodide (58 mg) were added. The reaction mixture was heated at 110° C. and stirred for 4 hours. Water and ethyl acetate were added, the phases were separated and the inorganic one was extracted with ethyl acetate (2×). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel (50% to 100% ethyl acetate in n-heptane) to yield the title compound as an yellow oil (57%), MS (ESI+): m/z=394.0 ([M+H]+).

1. additionwere added
2. customthe phases were separated
3. extractionthe inorganic one was extracted with ethyl acetate (2×)
4. washThe combined organic layers were washed with brine
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe crude product was purified by flash chromatography on silica gel (50% to 100% ethyl acetate in n-heptane)