Ethanol → HCID 86710090, compound

Participants

Reaction Steps

1-Bromo-3-methylbutan-2-one (4.43 g, 26.8 mmol) was dissolved in ethanol (10 mL), and the solution was stirred under heat and reflux for 2 days after adding ethyl 2-amino-6-methylpyridine-4-carboxylate (3.00 g, 16.7 mmol). The reaction mixture was allowed to cool to room temperature, and extracted with ethyl acetate after adding a sodium hydrogen carbonate aqueous solution. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (heptane/ethyl acetate=80/20→65/35) to give ethyl 5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate (835 mg, yield 21%).

Provenance & Evidence