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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744572Generated: October 25, 2026

Triethylamine → N-(3-Cyano-4-isobutylphenyl)-1-(4-fluorophenyl)-3-methylpyrazole-4-carboxamide

https://huagongshe.com/reaction/1744572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant5-Amino-2-(2-methylpropyl)benzonitrileHCID 22227932—
Reactant1-(4-fluorophenyl)-3-methyl-1H-pyrazole-4-carboxylic acidHCID 22228057—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(3-Cyano-4-isobutylphenyl)-1-(4-fluorophenyl)-3-methylpyrazole-4-carboxamideHCID 2222807535.1%

Reaction Steps

1-(4-Fluorophenyl)-3-methylpyrazole-4-carboxylic acid (1.5 g), 5-amino-2-isobutylbenzonitrile (1.2 g), triethylamine (2.0 g) and diethyl cyanophosphate (1.2 g) were added to dimethylformamide (15 ml) and the mixture was stirred at room temperature for 1 h. The reaction mixture was added into water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. A mixed solvent of ethyl acetate-n-hexane was added to the residue to allow crystallization. The crystals were recrystallized from hydrous dimethylformamide to give the title compound (0.9 g), melting point: 178–179° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015218B1
Source datasetuspto-grants-2006_03
ORD IDord-29466eef691b4b4a9665ab182fc32d67
Source noteuspto-grants-2006_03