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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744596Generated: October 30, 2026

Dimethylformamide → N-{4-[4-(2-Dimethylaminoethyl)piperazin-1-yl]-3-cyanophenyl}-1-(4-fluorophenyl)-5-methylpyrazole-4-carboxamide

https://huagongshe.com/reaction/1744596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
ReactantN-[3-cyano-4-(piperazin-1-yl)phenyl]-1-(4-fluorophenyl)-5-methylpyrazole-4-carboxamideHCID 22227929—
SolventWaterHCID 962—
ProductN-{4-[4-(2-Dimethylaminoethyl)piperazin-1-yl]-3-cyanophenyl}-1-(4-fluorophenyl)-5-methylpyrazole-4-carboxamideHCID 2101836012.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

N-[3-Cyano-4-(piperazin-1-yl)phenyl]-1-(4-fluorophenyl)-5-methylpyrazole-4-carboxamide (2 g), 2-dimethylaminoethyl chloride hydrochloride (0.85 g) and potassium carbonate (0.8 g) were added to dimethylformamide (20 ml) and the mixture was stirred at 60° C. for 3 h. The reaction mixture was added into water and extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated under reduced pressure. Ethanol was added to the residue to allow crystallization. The crystals were recrystallized from hydrous ethanol to give the title compound (0.3 g), melting point: 185° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015218B1
Source datasetuspto-grants-2006_03
ORD IDord-33fe0ca63589423e8d984c4f9898da47
Source noteuspto-grants-2006_03