Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167485Generated: November 1, 2026

Hydrochloric Acid → 3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride

https://huagongshe.com/reaction/1167485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(r)-Tert-butyl 4-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylateHCID 16203632—
SolventEthanolHCID 702—
Product3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochlorideHCID 21356565—

Reaction Steps

3-(3-Fluoro-4-(4-t-butoxycarbonylpiperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one (WO 93/23384; 43.1 g, 0.11 M) was suspended by stirring in ethanol (1000 ml) under nitrogen. An ethanol solution of hydrogen chloride (3.8 M, 400 ml) was added slowly, to give a solution. The mixture was stirred at ambient temperature for 18 hours. The resulting precipitate was filtered, washed with diethyl ether (3×250 ml), and dried, to give the title product. A further crop was obtained by evaporation of the mother liquors. Total vield: 38.7 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617339B1
Source datasetuspto-grants-2003_09
ORD IDord-97e62611288f4313ba6a44c24147f63a
Source noteuspto-grants-2003_09