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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744568Generated: October 26, 2026

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

https://huagongshe.com/reaction/1744568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant5-Amino-2-hexyloxybenzonitrileHCID 22227906—
Reactant1-(4-fluorophenyl)-3-methyl-1H-pyrazole-4-carboxylic acidHCID 22228057—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(3-Cyano-4-n-hexyloxyphenyl)-1-(4-fluorophenyl)-3-methylpyrazole-4-carboxamideHCID 986681726.2%

Reaction Steps

1-(4-Fluorophenyl)-3-methylpyrazole-4-carboxylic acid (1.0 g), 5-amino-2-n-hexyloxybenzonitrile (1.0 g), triethylamine (1.4 g) and diethyl cyanophosphate (1.2 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. n-Hexane was added to the residue to allow crystallization. The crystals were recrystallized from ethyl acetate to give the title compound (0.5 g), melting point: 160–161° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015218B1
Source datasetuspto-grants-2006_03
ORD IDord-4c56a9a901b34c948ff9f96adafd0d58
Source noteuspto-grants-2006_03