Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237752Generated: October 28, 2026

Ethyl pent-2-yn-1-oate → 2-(4-Cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

https://huagongshe.com/reaction/237752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl pent-2-yn-1-oateHCID 99169—
Reactant5-(4-Cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamineHCID 66875120—
SolventEthanolHCID 702—
Product2-(4-Cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-oneHCID 2507268539.4%

Reaction Conditions

Temperature170 °C

Reaction Steps

To a solution of 5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (300 mg, 1.095 mmol) in ethanol (6 mL) was added ethyl 2-pentynoate (276 mg, 2.19 mmol). The reaction mixture was heated in a microwave oven at 170° C. for 70 min. The solvent was removed under vacuum, and the residue purified via flash column chromatography (silica gel, 1-12% EtOH/CH2Cl2) to afford 153 mg of 2-(4-cyclohexyl-phenoxymethyl)-5-ethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one as a slightly yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642603B2
Source datasetuspto-grants-2014_02
ORD IDord-88f53a4b7aa74ec69ca7611dcd838e8c
Source noteuspto-grants-2014_02