Potassium Carbonate → HCID 178432918, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of benzyl((trans)-4-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)methylcarbamate (6.58 g, 16.50 mmol) and potassium carbonate (3.42 g, 24.74 mmol) in 1,4-dioxan (200 ml) was added (after flushing with nitrogen) trimethylboroxine (13.84 ml, 49.5 mmol) and 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride (1.217 g, 1.650 mmol). The reaction was stirred at 100° C. overnight. The reaction mixture was cooled to room temperature, filtered over Celite and Celite washed with ethyl acetate. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate with gradient of 0 to 10% of methanol) to yield benzyl((trans)-4-(8-methylimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)methylcarbamate (3.52 g)

Provenance & Evidence