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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913656Generated: October 25, 2026

Tetrahydrofuran → 6-Chloro-2-(3-chloropyridin-4-yl)-5-(trifluoromethyl)benzoxazole

https://huagongshe.com/reaction/1913656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-chloro-N-[4-chloro-2-hydroxy-5-trifluoromethylphenyl]isonicotinamideHCID 66880507—
SolventTolueneHCID 1140—
Product6-Chloro-2-(3-chloropyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 6688048589.4%

Reaction Steps

To a mixture of 0.46 g of 3-chloro-N-[4-chloro-2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide, 5 ml of tetrahydrofuran and 0.38 g of triphenylphosphine, 0.63 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature, and the reaction mixture was stirred for two hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.39 g of 6-chloro-2-(3-chloropyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 81”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-b50b5e6a6cc74b9e800784cbc9067c22
Source noteuspto-grants-2013_12