Cesium carbonate → 2,2-dichloro-1-((4S,5R)-4-(fluoromethyl)-5-(4-(6-(hydroxymethyl)pyridin-3-yl)phenyl)-2,2-dimethyloxazolidin-3-yl)ethanone

関与物質

反応条件

反応手順

A mixture of commercially available (6-(hydroxymethyl)pyridin-3-yl)boronic acid (1.020 g, 5.38 mmol), 2,2-dichloro-1-((4S,5R)-4-(fluoromethyl)-5-(4-iodophenyl)-2,2-dimethyloxazolidin-3-yl)ethanone (2.0 g mg, 4.48 mmol), Cs2CO3 (4.38 g, 13.4 mmol) in dioxane (40 mL) and water (25 mL) is bubbled with nitrogen gas for 2 minutes. To this mixture is added Pd(PPh3)4 (518 mg, 0.44 mmol) and the resulting reaction mixture heated to 80° C. in microwave reactor for 6 hours. The reaction is diluted with water (20 ml) and extracted with ethyl acetate (3×20 mL). The combined organic solution is dried over Na2SO4 and concentrated. The crude product is adsorbed on celite, and purified on silica gel column using 0 to 50% EtOAC/heptane to give the title compound (800 mg): LCMS m/z (Cl): 427 [M+H].

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