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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 251661Erstellt: 26. Oktober 2026

O-Phenylenediamine → 5-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-N-(2-aminophenyl)pentanamide

https://huagongshe.com/reaction/251661

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-PhenylenediamineHCID 7243—
EduktTriethylamineHCID 8471—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt5-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-pentanoic acidHCID 136387947—
EduktHCID 178418300HCID 178418300—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt5-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-N-(2-aminophenyl)pentanamideHCID 13638794875%

Reaktionsschritte

5-(5-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamido)-pentanoic acid (427 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), hydroxy-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and o-phenylenediamine (432 mg, 4 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 (388 mg, 75% yield) as a red solid. LC-MS (m/z) 518 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863315B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-d1feec4735954f8db0807d9fc5f0a815
Quellennotizuspto-grants-2011_01