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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263219Generated: October 25, 2026

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

https://huagongshe.com/reaction/2263219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 62541778HCID 62541778—
Reactant2,2,2-Trichloroethyl pyridazin-3-ylcarbamateHCID 68576698—
SolventDimethyl SulfoxideHCID 679—
Product4-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]-N-pyridazin-3-ylpiperidine-1-carboxamideHCID 6877800543.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,2,2-trichloroethyl pyridazin-3-ylcarbamate (250 mg, 0.922 mmol), 4-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]piperidine (220 mg, 0.839 mmol) and diisopropylethylamine (0.292 ml, 1.68 mmol) in dimethylsulfoxide (2.8 ml) was stirred at 70° C. for 6 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 purified by silica gel column chromatography (ethyl acetate) and recrystallized from a mixed solvent of hexane and ethyl acetate to give the desired product (141 mg, 43.7%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-9a677cc7118f4e66b3e78751cd43ef57
Source noteuspto-grants-2010_12