Dimethylformamide → HCID 178523379, compound

Participants

Reaction Conditions

Reaction Steps

To benzyl((trans)-4-((3-chloropyrazin-2-yl)methylcarbamoyl)cyclohexyl)methylcarbamate (8.79 g, 18.98 mmol) in acetonitrile (anhydrous) (90 ml) were added phosphorus oxychloride (5.31 ml, 56.9 mmol) and N,N-dimethylformamide (a drop) and the mixture was stirred at 60° C. overnight. Then the mixture was concentrated, the residue was dissolved in dichloromethane and quenched with an excess of 7M ammonia in methanol. This mixture was concentrated again and the residue was purified by column chromatography (silica gel, dichloromethane with gradient 0 to 5% of methanol) to yield benzyl((trans)-4-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)methylcarbamate (6.58 g).

Provenance & Evidence