Triethylamine → HCID 90009179, compound

Participants

Reaction Steps

To a solution of methyl 4-{5-[4-({(4S,5R)-5-[3-fluoro-5-(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfonyl)pyrimidin-5-yl]-6-methoxypyridin-3-yl}-3,5-dimethylbenzoate (INTERMEDIATE 50, 82 mg, 0.117 mmol) in THF (1.5 mL) was added 3-fluoroazetidine hydrochloride (39.2 mg, 0.351 mmol) and triethylamine (0.074 mL, 0.5927 mmol). The resulting mixture was subjected to microwave irradiation at 120° C. for 20 minutes (BIOTAGE microwave). The reaction mixture was diluted with ethyl acetate, washed with water, brine, dried (sodium sulfate), filtered and concentrated to give crude methyl 4-{5-[2-(3-fluoroazetidin-1-yl)-4-({(4S,5R)-5-[3-fluoro-5-(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)pyrimidin-5-yl]-6-methoxypyridin-3-yl}-3,5-dimethylbenzoate (82 mg, 0.118 mmol). LCMS (M+H)+: 698.2.

Provenance & Evidence