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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263249Generated: October 27, 2026

Water → N-[6-(Acetylamino)pyridin-3-yl]-4-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]piperazine-1-carboxamide

https://huagongshe.com/reaction/2263249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[4-(3-Fluorophenyl)-1,3-thiazol-2-yl]piperazineHCID 61781392—
Reactant2,2,2-Trichloroethyl[6-(acetylamino)pyridin-3-yl]carbamateHCID 86245259—
SolventDimethyl SulfoxideHCID 679—
ProductN-[6-(Acetylamino)pyridin-3-yl]-4-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]piperazine-1-carboxamideHCID 6877803340.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl [6-(acetylamino)pyridin-3-yl]carbamate (273 mg, 0.835 mmol), 1-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.760 mmol) and diisopropylethylamine (0.265 ml, 1.52 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 3 days. 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 recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 137 mg (40.8%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-b3fdc094056545f7b226640aca017f60
Source noteuspto-grants-2010_12