Dichloromethane → HCID 178432920, compound

Participants

Reaction Conditions

Reaction Steps

To benzyl trans-4-(4-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)piperazine-1-carboxylate (0.66 mmol, 300 mg) and potassium carbonate (0.991 mmol, 137 mg) in dioxane (2 ml). was added trimethylboroxine (1.982 mmol, 0.559 ml, 50 wt % solution in tetrahydrofuran) and nitrogen was bubbled through the suspension for a couple of minutes. Then 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride, complex with dichloromethane (0.066 mmol, 53.4 mg) was added and the reaction was stirred at 100° C. After two hours the reaction was cooled, filtered through decalite and rinsed with ethyl acetate and the filtrate concentrated under reduced pressure. The residue was purified using column chromatography (silica gel; dichloromethane/methanol 9/1) to give 224 mg of benzyl trans-4-(4-(8-methylimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)piperazine-1-carboxylate.

Provenance & Evidence