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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190744Generated: October 31, 2026

Dimethylformamide → 2-{3-[4-(Trifluoromethyl)imidazole-1-yl]pyridin-4-yl}-5-(trifluoromethyl)benzoxazole

https://huagongshe.com/reaction/2190744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 66880180—
ReactantHCID 178418921HCID 178418921—
SolventWaterHCID 962—
Product2-{3-[4-(Trifluoromethyl)imidazole-1-yl]pyridin-4-yl}-5-(trifluoromethyl)benzoxazoleHCID 86651043101.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.18 g of 4-(trifluoromethyl)-1H-imidazole, 0.55 g of potassium carbonate and 2 ml of DMF was stirred while heating at 50° C. for 1.5 hours. Then, the reaction mixture was cooled to room temperature. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were 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 0.40 g of 2-{3-[4-(trifluoromethyl)imidazole-1-yl]pyridin-4-yl}-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 57”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-b375e6e9f9394d5aac0b67824b24cfd8
Source noteuspto-grants-2012_12