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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349236Generated: October 26, 2026

Ethyl Acetate → 2-{2-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-ylmethoxy}-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine

https://huagongshe.com/reaction/349236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium t-butoxideHCID 23676156—
Reactant{2-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-yl}-methanolHCID 69486268—
Reactant2-Chloro-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidineHCID 86074066—
SolventTetrahydrofuranHCID 8028—
Product2-{2-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-ylmethoxy}-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidineHCID 69486017—

Reaction Steps

{2-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-yl}-methanol (0.100 g, 0.39 mmol) is dissolved in anhydrous tetrahydrofuran (THF) (3 ml) followed by addition of sodium tert-butoxide (NaOtBu) (0.046 g, 0.47 mmol). After stirring for 15 min at r.t. 2-chloro-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine (0.085 g, 0.36 mmol) is added slowly and stirred for further 3 h at r.t. Ethyl acetate (20 ml) is added, the mixture is washed with saturated ammonium chloride (NH4Cl), dried over MgSO4 and concentrated in vacuo. After flash column chromatography (ethyl acetate/methanol 98:2) 2-{2-[2-(4-chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-ylmethoxy}-5-(4-[1,2,3]triazol-1-yl-butyl)-pyrimidine is obtained as a colorless solid. Yield 0.125 g (77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179812B2
Source datasetuspto-grants-2007_02
ORD IDord-1a18522c558b4a92a7e47b38951f3f3f
Source noteuspto-grants-2007_02