反应详情

温度

40 °C

To a solution of (4S,5R)-3-{[5-bromo-2-(methylsulfanyl)pyrimidin-4-yl]methyl}-5-[3-fluoro-5-(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-one (INTERMEDIATE 10, 263 mg, 0.548 mmol) in THF (3.0 mL) was added 5-chloro-2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (221 mg, 0.821 mmol), 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride (17.8 mg, 0.027 mmol), and aqueous potassium carbonate (0.821 mL, 2.0 M). The mixture was degassed, flushed with nitrogen and heated to 40° C. for 18 hours. The reaction was diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and concentrated. The crude product was purified by silica gel chromatography to afford (4S,5R)-3-{[5-(5-chloro-2-methoxypyridin-3-yl)-2-(methylsulfanyl)pyrimidin-4-yl]methyl}-5-[3-fluoro-5-(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-one (211 mg, 0.389 mmol). LCMS (M+H)+: 543.0.

1. customThe mixture was degassed
2. customflushed with nitrogen
3. additionThe reaction was diluted with ethyl acetate
4. washwashed with water, brine
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude product was purified by silica gel chromatography