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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427410Generated: November 1, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → [4-(2-diethylamino-ethyl)-piperazin-1-yl]-[4-methyl-1-(4-methylbenzyl)-3-p-tolyl-1H-pyrrol-2-yl]-methanone

https://huagongshe.com/reaction/2427410

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHOAtHCID 181649—
ReactantN,N-Diethyl-2-(piperazin-1-yl)ethan-1-amineHCID 2736105—
Reactant4-methyl-1-(4-methylbenzyl)-3-p-tolyl-1H-pyrrole-2-carboxylic acidHCID 66882815—
SolventDichloromethaneHCID 6344—
Product[4-(2-diethylamino-ethyl)-piperazin-1-yl]-[4-methyl-1-(4-methylbenzyl)-3-p-tolyl-1H-pyrrol-2-yl]-methanoneHCID 2488030638.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

EDCI (166 mg, 0.87 mmol) and HOAt (11 mg, 0.08 mmol) were added at 0° C. to a reaction mixture of 4-methyl-1-(4-methylbenzyl)-3-p-tolyl-1H-pyrrole-2-carboxylic acid (252 mg, 0.79 mmol) and 1-(2-diethylaminoethyl)-piperazine (146 mg, 0.79 mmol) in DCM (5 mL) and the reaction mixture was stirred for 30 min at 0° C. and overnight at RT. After removal of the solvent, purification proceeded by means of column chromatography and the desired product [4-(2-diethylamino-ethyl)-piperazin-1-yl]-[4-methyl-1-(4-methylbenzyl)-3-p-tolyl-1H-pyrrol-2-yl]-methanone (148 mg, 38% of theoretical) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968591B2
Source datasetuspto-grants-2011_06
ORD IDord-c58e698f80a14adcb0050da2757fdec5
Source noteuspto-grants-2011_06