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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094394Generated: November 2, 2026

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

https://huagongshe.com/reaction/2094394

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 numberUS08445522B2
Source datasetuspto-grants-2013_05
ORD IDord-3ff14fc7c35c41f3986368eb2fdb157d
Source noteuspto-grants-2013_05