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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 895451Erstellt: 24. Oktober 2026

Sodium Bicarbonate → 7-Chloro-2-(3,4-dimethylphenyl)imidazo[1,2-a]pyridine

https://huagongshe.com/de/reaction/895451

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt2-Amino-4-chloropyridineHCID 581866—
Edukt2-Bromo-1-(3,4-dimethylphenyl)ethan-1-oneHCID 3703113—
LösungsmittelEthanolHCID 702—
Produkt7-Chloro-2-(3,4-dimethylphenyl)imidazo[1,2-a]pyridineHCID 988156169,4%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06916826B2
Quelldatensatzuspto-grants-2005_07
ORD IDord-d221bb7c370d4e2f9463d509bd653e39
Quellennotizuspto-grants-2005_07