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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351872Generated: October 30, 2026

Water → 4-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamide

https://huagongshe.com/reaction/351872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant5-(S)-Azidomethyl-3-[4'-aminocarbonyl-3'-fluorophenyl]oxazolidine-2-oneHCID 22966208—
SolventTetrahydrofuranHCID 8028—
Product4-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamideHCID 2296619869%

Reaction Conditions

Temperature40 °C

Reaction Steps

Triphenylphosphine (2.9 g, 11.0 mmol) was added portionwise to a solution of 5-(S)-azidomethyl-3-[4′-aminocarbonyl-3′-fluorophenyl]oxazolidine-2-one (2.8 g, 10.0 mmol) in THF (75 ml) under nitrogen atmosphere. The solution was stirred at 40° C. for 2 h, water (2.0 ml) added, and the reaction mixture was stirred at 40° C. overnight. Solvent was removed under vacuum, and the resulting solid was triturated with ether. Precipitated material was filtered, washed with ether and ethanol and dried under vacuum to afford the product as white crystals (1.7 g, 69%). HPLC Rt=5.0 min. MS (m/z): [M+H]+=254.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743811B2
Source datasetuspto-grants-2004_06
ORD IDord-50aa5b50cbc64c178a50d6767ac66317
Source noteuspto-grants-2004_06