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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190724Generated: November 1, 2026

Chloroform → 3-bromo-4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridine N-oxide

https://huagongshe.com/reaction/2190724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant2-(3-Bromopyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 66880917—
SolventEthyl AcetateHCID 8857—
Product3-bromo-4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridine N-oxideHCID 6688018870.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 0.50 g of 2-(3-bromopyridin-4-yl)-5-(trifluoromethyl)benzoxazole and 5 ml of chloroform, 0.58 g of 65% m-chloroperbenzoic acid was added. The reaction mixture was stirred while heating at 50° C. for 1.5 hours. The reaction mixture was cooled to room temperature, then diluted with ethyl acetate, and washed with a saturated aqueous solution of sodium hydrogencarbonate (twice) and a saturated sodium chloride solution, sequentially. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.37 g of 3-bromo-4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridine N-oxide (hereinafter, referred to as “active compound 28”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-9c1628a2a2ce4970baddacce870c3e57
Source noteuspto-grants-2012_12