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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913641Generated: October 30, 2026

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

https://huagongshe.com/reaction/1913641

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 numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-46c6bf8ad1f241f9b8451c53b8d66c89
Source noteuspto-grants-2013_12