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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251704Generated: October 27, 2026

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

https://huagongshe.com/reaction/251704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Fluorobenzene-1,2-diamineHCID 164584—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acidHCID 69031932—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product5-(3-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)-N-(2-amino-4-fluorophenyl)pentanamideHCID 6903236276%

Reaction Steps

5-(3-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid (382 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylamino-propyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzotriazole (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 (372 mg, 76% yield) as a brown solid. LC-MS (m/z) 491 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863315B2
Source datasetuspto-grants-2011_01
ORD IDord-ee87dab4eb304e10adf6e9c1001a5cbd
Source noteuspto-grants-2011_01