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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190739Generated: October 30, 2026

Dimethylformamide → N-{4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-yl}phthalimide

https://huagongshe.com/reaction/2190739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhthalimide potassium saltHCID 24194345—
Reactant2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 66880180—
SolventWaterHCID 962—
ProductN-{4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-yl}phthalimideHCID 6688002261.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1.41 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 1.85 g of phthalimide potassium and 8 ml of DMF was stirred while heating at 120° C. After six hours, 0.92 g of phthalimide potassium was added and stirred while heating at 140° C. for further one hour. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, which followed by extraction with ethyl acetate twice. The combined organic layers were washed with water and a saturated sodium chloride solution, sequentially, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.26 g of N-{4-[5-(trifluoromethyl)benzoxazole-2-yl]pyridin-3-yl}phthalimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-37b30f5cce8c450ba950508b61978081
Source noteuspto-grants-2012_12