Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094365Generated: October 25, 2026

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

https://huagongshe.com/reaction/2094365

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 numberUS08445522B2
Source datasetuspto-grants-2013_05
ORD IDord-432f4b1e30a046169c006169f3637b2f
Source noteuspto-grants-2013_05