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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190753Generated: October 30, 2026

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

https://huagongshe.com/reaction/2190753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-chloro-N-[2-hydroxy-5-(pentafluoroethyl)phenyl]isonicotinamideHCID 86651049—
SolventTolueneHCID 1140—
Product2-(3-Chloropyridin-4-yl)-5-(pentafluoroethyl)benzoxazoleHCID 8665104883.3%

Reaction Steps

To a mixture of 0.24 g of 3-chloro-N-[2-hydroxy-5-(pentafluoroethyl)phenyl]isonicotinamide, 4 ml of tetrahydrofuran and 0.21 g of triphenylphosphine, 0.34 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature. The reaction mixture was stirred for 1.8 hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.19 g of 2-(3-chloropyridin-4-yl)-5-(pentafluoroethyl)benzoxazole (hereinafter, referred to as “active compound 66”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-781203433aa64a959321786186a31de1
Source noteuspto-grants-2012_12