Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695063Generated: October 31, 2026

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

https://huagongshe.com/reaction/1695063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-[(Z)-(5-Chloro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acidHCID 11088405—
ReactantN-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamideHCID 57993739—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product(z)-n-(2-Aminophenyl)-6-(2-(2-((5-chloro-2-oxoindolin-3-ylidene)methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamideHCID 4453866677.9%

Reaction Steps

5-(5-Chloro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (316 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 (444 mg, 77%) as a yellow solid. LC-MS (m/z) 570 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158656B2
Source datasetuspto-grants-2012_04
ORD IDord-33a5ad9cfebe48bf990e81cc26e7ab59
Source noteuspto-grants-2012_04