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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955117Generated: November 2, 2026

Methyl propiolate → (S)-N-[[3-[3-Fluoro-4-(4-carbomethoxy-1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

https://huagongshe.com/reaction/1955117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl propiolateHCID 13536—
Reactant(S)-N-[[3-[4-Azido-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 10708829—
SolventBenzeneHCID 241—
Product(S)-N-[[3-[3-Fluoro-4-(4-carbomethoxy-1H-1,2,3-triazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 1071459368.6%

Reaction Steps

A solution 1.0 g(3.4 mmol) of the azide of Example 17 in 50 mL benzene was treated with 573 mg(6.8 mmol) of methyl propiolate followed by warming at reflux for 24 h. The mixture was cooled and the product isolated by filtration of the reaction mixture. These procedures afforded 880 mg of the title compound as a white solid. High Resolution Mass Spectrum (EI): calcd for C16H16FN5O5 : 377.1135. found: 377.1131.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06124334
Source datasetuspto-grants-2000_09
ORD IDord-1e491d94781042f2840a1cee872ff5b8
Source noteuspto-grants-2000_09