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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695066Generated: November 2, 2026

Dimethylformamide → n-(2-Aminophenyl)-6-(2-(2-(((4-methyl-2-oxoindolin-3-ylidene)hydrazono)-methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamide

https://huagongshe.com/reaction/1695066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamideHCID 57993739—
ReactantHCID 137252515HCID 137252515—
ReactantHCID 178418300HCID 178418300—
SolventSodium chloride; waterHCID 57417360—
Productn-(2-Aminophenyl)-6-(2-(2-(((4-methyl-2-oxoindolin-3-ylidene)hydrazono)-methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamideHCID 13662842676%

Reaction Steps

2-(((4-Methyl-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acid (324 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and N-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamide (284 mg, 1.05 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (438 mg, 76%) as a red solid. LC-MS (m/z) 578 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158656B2
Source datasetuspto-grants-2012_04
ORD IDord-5244d31006d249d09b630a32eb74405f
Source noteuspto-grants-2012_04