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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237754Generated: October 29, 2026

Ethyl 4,4,4-trifluoro-2-butynoate → 2-(4-Cyclohexyl-phenoxymethyl)-5-trifluoromethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

https://huagongshe.com/reaction/237754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4,4,4-trifluoro-2-butynoateHCID 3597254—
Reactant5-(4-Cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamineHCID 66875120—
SolventEthanolHCID 702—
Product2-(4-Cyclohexyl-phenoxymethyl)-5-trifluoromethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-oneHCID 2507079325.3%

Reaction Conditions

Temperature170 °C

Reaction Steps

To a solution of 5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (165 mg, 0.602 mmol) in ethanol (6 mL) was added ethyl 4,4,4-trifluoro-2-butynoate (100 mg, 0.602 mmol). The reaction mixture was heated in a microwave oven at 170° C. for 30 mins. Solvent was removed under vacuum, and the residue purified via flash column chromatography (silica gel, 1-10% EtOH/CH2Cl2) to afford 60 mg of 2-(4-cyclohexyl-phenoxymethyl)-5-trifluoromethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642603B2
Source datasetuspto-grants-2014_02
ORD IDord-c24e03aba0574102ab489ddd3b2b7c37
Source noteuspto-grants-2014_02