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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1068817Erstellt: 27. Oktober 2026

2-(4-Aminophenyl)ethylamine → 5-[2-[4-(Amino)phenyl]ethan-1-ylamino]-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1068817

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(4-Aminophenyl)ethylamineHCID 72895—
EduktDiisopropylethylamineHCID 81531—
EduktEthyl 5-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 2736382—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-[2-[4-(Amino)phenyl]ethan-1-ylamino]-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridineHCID 2119016075,7%

Reaktionsschritte

A mixture of 4.07 g (17.1 mmol) of 5-chloro-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridine, 3.48 g (25.6 mmol) of 2-(4-aminophenyl)ethylamine and 4.41 g (34.1 mmol) of N,N-diisopropylethylamine in 60 ml of acetonitrile was heated for 64 hours under reflux with stirring. After cooling, the solvent was distilled off. To the residue was added chloroform. The residue was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue was purified by column chromatography (eluent: chloroform/methanol=30:1) and recrystallized from ethyl acetate-n-hexane to give 4.37 g of the desired compound (75.7%, pale brown crystals).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06251905B1
Quelldatensatzuspto-grants-2001_06
ORD IDord-e2b23770027b400d869b3f1b9311650a
Quellennotizuspto-grants-2001_06