Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804229Generated: October 25, 2026

Hydrochloric Acid → (R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-4-hydroxymethyloxazolidin-2-one

https://huagongshe.com/reaction/1804229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium ChlorideHCID 5234—
ReactantSodium HydroxideHCID 14798—
Reactantbenzoic acid (R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-2-oxooxazolidin-4-ylmethyl esterHCID 46190178—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
Product(R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-4-hydroxymethyloxazolidin-2-oneHCID 6738227472.8%

Reaction Steps

benzoic acid (R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-2-oxooxazolidin-4-ylmethyl ester (309 mg) described in Example 125 was dissolved in dimethoxyethane, 4N aqueous sodium hydroxide solution was added and the mixture was stirred at room temperature. Under ice-cooling, the mixture was neutralized with 1N hydrochloric acid, ethyl acetate and sodium chloride were added and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed once with saturated aqueous sodium chloride solution, and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (181 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354401B2
Source datasetuspto-grants-2013_01
ORD IDord-6052882217d94921ad4a115e2e94c943
Source noteuspto-grants-2013_01