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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57348Generated: October 29, 2026

Dimethyl Sulfoxide → (R)-3-(2-fluoropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one

https://huagongshe.com/reaction/57348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium FluorideHCID 522689—
Reactant(R)-3-(2-chloropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-oneHCID 90415843—
SolventWaterHCID 962—
Product(R)-3-(2-fluoropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-oneHCID 9041677987.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a microwe vial with stir bar was added (R)-3-(2-chloropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one (145 mg, 0.56 mmol), potassium fluoride (327 mg, 5.63 mmol) and DMSO (4 mL). Vial capped and heated to 120° C. in a sand bath for 3 hr. Reaction mixture was then cooled to room temperature, diluted with water and aqueous mixture extracted with EtOAc. The Organic phases were combined and washed with water, brine, dried (Na2SO4), filtered and concentrated to afford a white crystalline of (R)-3-(2-fluoropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one (117 mg, 0.49 mmol, 86% yield). LCMS m/z 242.1 (M+H)+, Rt 0.63 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434719B2
Source datasetuspto-grants-2016_09
ORD IDord-6258fd54faf349dea27c33630c073763
Source noteuspto-grants-2016_09