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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531235Generated: October 30, 2026

Acetonitrile → (4S,5R)-3-{[5-(5-Chloro-2-methoxypyridin-3-yl)-2-(methylsulfonyl)pyrimidin-4-yl]methyl}-4-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/531235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium peroxymonosulphateHCID 10313463—
Reactant(4S,5R)-3-{[5-(5-Chloro-2-methoxypyridin-3-yl)-2-(methylthio)pyrimidin-4-yl]methyl}-4-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazolidin-2-oneHCID 118021393—
SolventWaterHCID 962—
Solventtert-Butyl methyl etherHCID 15413—
Product(4S,5R)-3-{[5-(5-Chloro-2-methoxypyridin-3-yl)-2-(methylsulfonyl)pyrimidin-4-yl]methyl}-4-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazolidin-2-oneHCID 90009163—

Reaction Conditions

Temperature25 °C

Reaction Steps

Potassium peroxymonosulfate (972 mg, 1.581 mmol) was added to an acetonitrile (4 mL)/water (2 mL) solution of (4S,5R)-3-{[5-(5-chloro-2-methoxypyridin-3-yl)-2-(methylthio)pyrimidin-4-yl]methyl}-4-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazolidin-2-one (INTERMEDIATE 19, 380 mg, 0.702 mmol) at 25° C. The reaction was stirred for 16 hours at 25° C. followed by dilution with 100 mL methyl-t-butyl ether and 100 mL water. The organic layer was washed with 100 mL of aqueous NaCl three times. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated to give the title compound as a white solid, which can be used without further purification. LCMS (M+H)+: 573.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353101B2
Source datasetuspto-grants-2016_05
ORD IDord-f604e7edf3d74b60b123c7d36e2d762f
Source noteuspto-grants-2016_05