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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744570Generated: October 30, 2026

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

https://huagongshe.com/reaction/1744570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant5-Amino-2-neopentyloxybenzonitrileHCID 17822734—
Reactant1-(4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylic acidHCID 22227945—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(3-Cyano-4-neopentyloxyphenyl)-1-(4-fluorophenyl)-5-methylpyrazole-3-carboxamideHCID 2222797349%

Reaction Steps

1-(4-Fluorophenyl)-5-methylpyrazole-3-carboxylic acid (2.1 g), 5-amino-2-neopentyloxybenzonitrile (2.0 g), triethylamine (2.9 g) and diethyl cyanophosphate (2.3 g) were added to dimethylformamide (25 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. Methanol was added to the residue to allow crystallization. The crystals were recrystallized from hydrous methanol to give the title compound (1.9 g), melting point: 146–147° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015218B1
Source datasetuspto-grants-2006_03
ORD IDord-c41a9799799842e39c78a06d82ec2bee
Source noteuspto-grants-2006_03