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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644880Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 5-(4-Chloro-phenyl)-1-(2-chloro-phenyl)-4-cyanomethyl-1H-pyrazole-3-carboxylic acid [1-(4-bromo-phenyl)-ethyl]-amide

https://huagongshe.com/reaction/1644880

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-(4-Bromophenyl)ethylamineHCID 91175—
Reactant1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-(cyanomethyl)-1H-pyrazole-3-carboxylic acidHCID 59146335—
SolventDichloromethaneHCID 6344—
Product5-(4-Chloro-phenyl)-1-(2-chloro-phenyl)-4-cyanomethyl-1H-pyrazole-3-carboxylic acid [1-(4-bromo-phenyl)-ethyl]-amideHCID 5914632688%

Reaction Steps

EDAC (386 mg, 2.00 mmol) was added to a stirred solution of [B1] (500 mg, 1.34 mmol) and HOBT (236 mg, 1.75 mmol) in dichloromethane (80 ml) at room temperature under argon. After 15 minutes 1-(4-bromo-phenyl)-ethylamine (322 mg, 1.61 mmol) was added and stirring continued for 16 hours. The mixture was washed with saturated aqueous sodium bicarbonate solution (3×) then with brine, dried over magnesium sulphate, filtered and evaporated in vacuo to give the title compound [C1] (655 mg, 1.18 mmol, 88%) as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124634B2
Source datasetuspto-grants-2012_02
ORD IDord-8a63d3c435f5436caf340426bd0db8ce
Source noteuspto-grants-2012_02