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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263294Generated: October 25, 2026

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

https://huagongshe.com/reaction/2263294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[4-(2,4-Difluorophenyl)-1,3-thiazol-2-yl]piperazineHCID 61779838—
Reactant2,2,2-Trichloroethyl pyridazin-3-ylcarbamateHCID 68576698—
SolventDimethyl SulfoxideHCID 679—
Product4-[4-(2,4-difluorophenyl)-1,3-thiazol-2-yl]-N-pyridazin-3-ylpiperazine-1-carboxamideHCID 6877962347.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl pyridazin-3-ylcarbamate (212 mg, 0.782 mmol), 1-[4-(2,4-difluorophenyl)-1,3-thiazol-2-yl]piperazine (200 mg, 0.711 mmol) and diisopropylethylamine (0.248 ml, 1.42 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 purified by silica gel column chromatography (ethyl acetate), and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 136 mg (47.4%) of the desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-a63d64f1c70349f7a437e363b86e3921
Source noteuspto-grants-2010_12