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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913633Generated: October 29, 2026

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

https://huagongshe.com/reaction/1913633

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 numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-524c58d188a3464eb47879677915444b
Source noteuspto-grants-2013_12