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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237733Generated: October 25, 2026

Ethyl propiolate → 2-(4-Fluorophenoxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

https://huagongshe.com/reaction/237733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl propiolateHCID 12182—
Reactant5-(4-Fluoro-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamineHCID 68527711—
SolventEthanolHCID 702—
Product2-(4-Fluorophenoxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-oneHCID 2507237850%

Reaction Steps

To a solution of 5-(4-fluoro-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (4.20 g, 2.00 mmol) in ethanol (8 mL) was added ethyl propiolate (0.25 g, 2.60 mmol). The reaction mixture was stirred at reflux for 6 hours. The mixture was stirred at 30° C. for a few minutes after which it was cooled to room temperature. The resulting crystals were collected and washed twice with hexane. The solid was dried under high vacuum at 65° C. for 18 hours to afford 0.23 g (50%) of 2-(4-fluorophenoxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642603B2
Source datasetuspto-grants-2014_02
ORD IDord-f4385d4317164461911d46d1478f1905
Source noteuspto-grants-2014_02