Water → HCID 86710049, compound

Participants

Reaction Steps

6-Bromo-2-isopropylimidazo[1,2-a]pyridine-7-carbonitrile (200 mg, 0.757 mmol) obtained in step 1 was dissolved in 1,4-dioxane-water (2/1) (1.5 mL), and the solution was stirred under heat and reflux for 3 hours after adding methylboronic acid (140 mg, 2.33 mmol), sodium carbonate (240 mg, 2.26 mmol), and [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (62.0 mg, 0.0759 mmol). The reaction mixture was allowed to cool to room temperature, and, after adding water, the mixture was filtered through a Presep (registered trademark; diatomaceous earth, granular type M, 4.5 g/25 mL). The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=98/2) to give 2-isopropyl-6-methyl-imidazo[1,2-a]pyridine-7-carbonitrile (58.0 mg, yield 38%).

Provenance & Evidence