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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263194Generated: November 1, 2026

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

https://huagongshe.com/reaction/2263194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[4-(4-Fluorophenyl)-2-thiazolyl]piperazineHCID 8027201—
Reactant2,2,2-Trichloroethyl[6-(acetylamino)pyridin-3-yl]carbamateHCID 86245259—
SolventDimethyl SulfoxideHCID 679—
ProductN-[6-(Acetylamino)pyridin-3-yl]-4-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]piperazine-1-carboxamideHCID 6877728732.9%

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-(4-fluorophenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.760 mmol) and diisopropylethylamine (0.265 ml, 1.52 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 12 hours. Water was poured into the reaction solution, 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 crystallized from a mixed solvent of hexane and tetrahydrofuran to give the desired product (110 mg, 32.9%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-1ba2b9a0355b492b96cb5c601bc1ec46
Source noteuspto-grants-2010_12