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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263281Generated: October 30, 2026

Water → 4-[4-(3-cyanophenyl)-1,3-thiazol-2-yl]-N-pyridin-3-ylpiperazine-1-carboxamide

https://huagongshe.com/reaction/2263281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[4-(3-Chlorophenyl)-1,3-thiazol-2-yl]piperazineHCID 61780520—
Reactant2,2,2-Trichloroethyl pyridin-3-ylcarbamateHCID 68575380—
SolventDimethyl SulfoxideHCID 679—
Product4-[4-(3-cyanophenyl)-1,3-thiazol-2-yl]-N-pyridin-3-ylpiperazine-1-carboxamideHCID 6877812126.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl pyridin-3-ylcarbamate (219 mg, 0.814 mmol), 1-[4-(3-chlorophenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.740 mmol) and diisopropylethylamine (0.258 ml, 1.48 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 15 hours. Water was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate), and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 76.6 mg (26.5%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-bb2ee7bd9ce14819903ed24481e22b63
Source noteuspto-grants-2010_12