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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913613Generated: October 23, 2026

Tetrahydrofuran → 2-(3-Bromopyridin-4-yl)-5-(trifluoromethyl)benzoxazole

https://huagongshe.com/en/reaction/1913613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3-bromo-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamideHCID 66879880—
SolventTolueneHCID 1140—
Product2-(3-Bromopyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 6688091787.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 0.29 g of 3-bromo-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide, 4 ml of tetrahydrofuran and 0.25 g of triphenylphosphine, 0.42 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature. The reaction mixture was stirred while heating at 50° C. for 1.5 hours. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.24 g of 2-(3-bromopyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 27”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-5086dda980724981977988f9deade821
Source noteuspto-grants-2013_12