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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744561Generated: October 25, 2026

Triethylamine → N-(3-Cyano-4-isobutoxyphenyl)-1-(4-fluorophenyl)-5-methylpyrazole-4-carboxamide

https://huagongshe.com/reaction/1744561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant1-(4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acidHCID 4270263—
Reactant5-Amino-2-isobutoxybenzonitrileHCID 19366028—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(3-Cyano-4-isobutoxyphenyl)-1-(4-fluorophenyl)-5-methylpyrazole-4-carboxamideHCID 982187334.2%

Reaction Steps

1-(4-Fluorophenyl)-5-methylpyrazole-4-carboxylic acid (2 g), 5-amino-2-isobutoxybenzonitrile (1.7 g), triethylamine (2.7 g) and diethyl cyanophosphate (2.2 g) were added to dimethylformamide (20 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. Diisopropyl ether was added to the residue to allow crystallization. The crystals were recrystallized from a mixed solvent of ethyl acetate-n-hexane to give the title compound (1.2 g), melting point: 177–178° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015218B1
Source datasetuspto-grants-2006_03
ORD IDord-b2fd98bfe31741838dc65fa990f303a6
Source noteuspto-grants-2006_03