Water → HCID 90009175, compound

Participants

Reaction Steps

Methyl 4-{5-[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylthio)pyrimidin-5-yl]-6-methoxypyridin-3-yl}-3,5-dimethylbenzoate (INTERMEDIATE 43, 1.05 g, 1.457 mmol) was dissolved in acetonitrile (10.2 mL). Water (4.4 mL) was added, followed by potassium peroxymonosulfate (2.24 g, 3.64 mmol). The reaction was allowed to stir 16 hours, after which it was partitioned between ethyl acetate and brine. The organic was washed a second time with brine, dried over sodium sulfate, filtered and evaporated to give the title compound, which can be used without further purification. 1H NMR (CDCl3, 500 MHz): δ 8.75 (s, 1H), 8.16 (d, 1H), 7.89 (s, 1H), 7.83 (s, 2H), 7.77 (s, 2H), 7.42 (d, 1H), 5.88 (d, 1H), 4.92 (d, 1H), 4.62 (br, 1H), 4.25 (d, 1H), 4.04 (s, 3H), 3.94 (s, 3H), 3.41 (s, 3H), 2.17 (d, 6H), 0.81 (d, 3H).

Provenance & Evidence