HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Bicarbonate → 7-Chloro-2-(3,4-dimethylphenyl)imidazo[1,2-a]pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-Amino-4-chloropyridine | HCID 581866 | — |
| Edukt | 2-Bromo-1-(3,4-dimethylphenyl)ethan-1-one | HCID 3703113 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 7-Chloro-2-(3,4-dimethylphenyl)imidazo[1,2-a]pyridine | HCID 9881561 | 69,4% |
Reaktionsschritte
To a stirred solution of 2-amino-4-chloro-pyridine (0.39 g, 3.03 mmol) in ethanol (25 ml) was added 3,4-dimethyl-phenacylbromide (0.69 g, 3.03 mmol). The reaction mixture was stirred under reflux conditions for 16 h, poured into sat. NaHCO3 solution (70 ml) and extracted with dichloromethane (70 ml). The combined organic layers were washed with brine (70 ml), dried (MgSO4) and evaporated to give the crude product as a brown solid (0.84 g). Further purification by column chromatography on silica gel (ethyl acetate/toluene 1:9) and crystallization from ethyl acetate/hexane yielded the title compound (0.54 g, 69%) as a pale yellow solid, m.p. 144° C. and MS: m/e=256.2 (M+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06916826B2 |
| Quelldatensatz | uspto-grants-2005_07 |
| ORD ID | ord-d221bb7c370d4e2f9463d509bd653e39 |
| Quellennotiz | uspto-grants-2005_07 |