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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251690Generated: October 31, 2026

Triethylamine → 8-(4-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)benzamido)-N-(2-amino-4-fluorophenyl)octanamide

https://huagongshe.com/reaction/251690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Fluorobenzene-1,2-diamineHCID 164584—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant8-(4-(((5-Fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)benzamido)octanoic acidHCID 136387982—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product8-(4-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)benzamido)-N-(2-amino-4-fluorophenyl)octanamideHCID 13638798464%

Reaction Steps

8-(4-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)benzamido)octanoic acid (452 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 4-fluoro-o-phenylenediamine (151 mg, 1.2 mmol) were added. The mixture was stirred for 24 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 (358 mg, 64% yield) as a brown solid. LC-MS (m/z) 561 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863315B2
Source datasetuspto-grants-2011_01
ORD IDord-55e01ae89c7f4d2e940a2de8550a786f
Source noteuspto-grants-2011_01