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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415903Generated: November 1, 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/1415903

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 numberUS05910504
Source datasetuspto-grants-1999_06
ORD IDord-64aaff22c4ae4f9690f58c722482a856
Source noteuspto-grants-1999_06