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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237873Generated: October 30, 2026

(S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine → (S)-2-(4-Cyclohexyl-phenoxymethyl)-5-ethylsulfanylmethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one

https://huagongshe.com/reaction/237873

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamineHCID 66875140—
Reactant4-Ethylsulfanyl-but-2-ynoic acid ethyl esterHCID 86640240—
Solventtert-ButanolHCID 6386—
Product(S)-2-(4-Cyclohexyl-phenoxymethyl)-5-ethylsulfanylmethyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-oneHCID 5925251457.1%

Reaction Conditions

Temperature170 °C

Reaction Steps

To a solution of (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (0.5 g, 1.82 mmol) in t-butanol (5 mL) was added 4-ethylsulfanyl-but-2-ynoic acid ethyl ester (0.411 g, 2.39 mmol). The reaction mixture was heated in a microwave oven at 170° C. for 20 min. The solvent was removed under vacuum, and the residue purified by flash column chromatography (silica gel, MeOH/CH2Cl2) to afford 0.416 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642603B2
Source datasetuspto-grants-2014_02
ORD IDord-ec66c336d69f4827b9e7672820b6a0e0
Source noteuspto-grants-2014_02