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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190725Generated: October 31, 2026

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

https://huagongshe.com/reaction/2190725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantN-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-iodoisonicotinamideHCID 66880065—
SolventTolueneHCID 1140—
Product2-(3-Iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 6688059780.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 1.81 g of N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-iodoisonicotinamide, 20 ml of tetrahydrofuran and 1.34 g of triphenylphosphine, 2.22 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 one hour. The reaction mixture was cooled to room temperature, and then the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.40 g of 2-(3-iodopyridin-4-yl)-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 29”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-4df7eda04956442184a4164f7d1d8a5c
Source noteuspto-grants-2012_12