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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695051Generated: November 2, 2026

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

https://huagongshe.com/reaction/1695051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN-(2-amino-4-chlorophenyl)-6-(2-aminoethylamino)nicotinamideHCID 57993741—
Reactant2-(((5-Fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acidHCID 137252512—
ReactantHCID 178418300HCID 178418300—
SolventSodium chloride; waterHCID 57417360—
Productn-(2-Amino-4-chlorophenyl)-6-(2-(2-(((5-fluoro-2-oxoindolin-3-ylidene)-hydrazono)methyl)-3,5-dimethyl-1h-pyrrole-4-carboxamido)ethylamino)nicotinamideHCID 13659553066%

Reaction Steps

2-(((5-Fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acid (328 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-amino-4-chlorophenyl)-6-(2-aminoethylamino)nicotinamide (321 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 (406 mg, 66%) as a red solid. LC-MS (m/z) 616 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158656B2
Source datasetuspto-grants-2012_04
ORD IDord-b5942d7179e3420ba66a1e9a733d3b7a
Source noteuspto-grants-2012_04