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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190738Generated: November 1, 2026

Dimethylformamide → 2-[3-(Phenylthio)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole

https://huagongshe.com/reaction/2190738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThiophenolHCID 7969—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 66880180—
SolventWaterHCID 962—
Product2-[3-(Phenylthio)pyridin-4-yl]-5-(trifluoromethyl)benzoxazoleHCID 6688003781.2%

Reaction Steps

To a mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.40 g of potassium carbonate and 2 ml of DMF, a mixture of 0.17 g of thiophenol and 0.5 ml of DMF was added. The reaction mixture was stirred at room temperature for one hour. Water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.30 g of 2-[3-(phenylthio)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 49”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-244a592ee9be47d0b2a363a5baafdd6c
Source noteuspto-grants-2012_12