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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 469200Erstellt: 25. Oktober 2026

Diisopropylethylamine → 3-(2-Ethoxypyridin-3-yl)-3-[4-(4-methylpiperazin-1-ylmethyl)phenylamino]-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/469200

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktSodium BicarbonateHCID 516892—
Edukt4-((4-Methylpiperazin-1-yl)methyl)anilineHCID 3153996—
Edukt3-Chloro-3-(2-ethoxypyridin-3-yl)-2-oxoindoline-5-carbonitrileHCID 67048504—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-(2-Ethoxypyridin-3-yl)-3-[4-(4-methylpiperazin-1-ylmethyl)phenylamino]-2-oxo-2,3-dihydro-1H-indole-5-carbonitrileHCID 67198064103,1%

Reaktionsschritte

4-(4-Methyl-piperazin-1-ylmethyl)phenylamine (425 mg, 2.07 mmol) was added to a solution of 3-chloro-3-(2-ethoxypyridin-3-yl)-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile (500 mg, 1.59 mmol) in dichloromethane (50 ml) and DIPEA (0.27 ml, 159 mmol) at 0° C. The reaction mixture was stirred at room temperature for 2 h and then an aqueous NaHCO3 solution was added. The aqueous reaction mixture was extracted with dichloromethane. The combined organic phase was dried over magnesium sulfate, filtered and concentrated at reduced pressure. Purification by chromatography (silica gel, 0-20% methanol in dichloromethane) afforded 791 mg of the title compound (99% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08629148B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-2bd343301a104a76b3c1f9c82d82b970
Quellennotizuspto-grants-2014_01