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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620543Generated: October 31, 2026

Water → HCID 178459308, compound

https://huagongshe.com/reaction/1620543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Bromomethyl)-3-(trifluoromethyl)benzonitrileHCID 58827160—
ReactantHCID 178456897HCID 178456897—
SolventDimethylformamideHCID 6228—
ProductHCID 178459308HCID 178459308—

Reaction Steps

To a solution of (5Z)-5-(piperidin-4-ylmethylidene)-4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one dihydrochloride (200 mg) in DMF (2 mL) was added a solution of potassium carbonate (312 mg) and 4-(bromomethyl)-3-(trifluoromethyl)benzonitrile (148 mg) in DMF (1 mL). The reaction mixture was stirred at room temperature overnight, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (133 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-d746d0cd42254b2c83d5d3a0818de718
Source noteuspto-grants-2014_07