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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695068Generated: November 1, 2026

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

https://huagongshe.com/reaction/1695068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantSodium chloride; waterHCID 57417360—
ReactantN-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamideHCID 57993739—
ReactantHCID 137252516HCID 137252516—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
Productn-(2-Aminophenyl)-6-(2-(2-(((5-nitro-2-oxoindolin-3-ylidene)hydrazono)-methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamideHCID 13661085574%

Reaction Steps

2-(((5-Nitro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acid (355 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 (450 mg, 74%) as a red solid. LC-MS (m/z) 609 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158656B2
Source datasetuspto-grants-2012_04
ORD IDord-332d5946d7484ace947eb4241d28c671
Source noteuspto-grants-2012_04