HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-(4-Aminophenyl)ethylamine → 5-[2-[4-(Amino)phenyl]ethan-1-ylamino]-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-(4-Aminophenyl)ethylamine | HCID 72895 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Ethyl 5-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate | HCID 2736382 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 5-[2-[4-(Amino)phenyl]ethan-1-ylamino]-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridine | HCID 21190160 | 75,7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05958942 |
| Quelldatensatz | uspto-grants-1999_09 |
| ORD ID | ord-824aa5e34e1840fab29a7b6aefcf2fcc |
| Quellennotiz | uspto-grants-1999_09 |