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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094405Generated: November 2, 2026

Tetrahydrofuran → 2-(3-Chloropyridin-4-yl)-5-(trifluoromethylthio)benzoxazole

https://huagongshe.com/reaction/2094405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 66881883HCID 66881883—
SolventTolueneHCID 1140—
Product2-(3-Chloropyridin-4-yl)-5-(trifluoromethylthio)benzoxazoleHCID 6688094193.9%

Reaction Steps

To a mixture of 0.64 g of 3-chloro-N-[2-hydroxy-5-(trifluoromethylthio)phenyl]isonicotinamide, 6 ml of tetrahydrofuran and 0.53 g of triphenylphosphine, 0.87 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature and stirred for 1.5 hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.57 g of 2-(3-chloropyridin-4-yl)-5-(trifluoromethylthio)benzoxazole (hereinafter, referred to as “active compound 77”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445522B2
Source datasetuspto-grants-2013_05
ORD IDord-8949887ad79649cf8812fc17a7fb2ca8
Source noteuspto-grants-2013_05