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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251706Generated: October 26, 2026

Triethylamine → 8-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)octanoic acid methyl ester

https://huagongshe.com/reaction/251706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantMethyl 8-aminooctanoate hydrochlorideHCID 12878164—
Reactant3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acidHCID 69033066—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product8-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)octanoic acid methyl esterHCID 6903621576%

Reaction Steps

3-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid (283 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 8-aminocaprylic acid methyl ester hydrochloride (251 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 (333 mg, 76% yield) as a brown solid. LC-MS (m/z) 439 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863315B2
Source datasetuspto-grants-2011_01
ORD IDord-989d3462401d4e2382e16bdb6f62acba
Source noteuspto-grants-2011_01