Dimethylformamide → HCID 16063558, compound

Participants

Reaction Conditions

Reaction Steps

Into a sealable pressure vessel was placed 4-adamantan-1-yl-5-methyl-1,2-dihydro-pyrazol-3-one (3.5 g) (as described in example 48) along with 1,3-dibromopropane (6.1 g) and DMF (40 mL) and one equivalent of solid potassium carbonate. The reaction vessel was sealed and the solution was heated to 100° C. for 20 hours. The reaction was then allowed to cool and diluted with EtOAc and saturated sodium bicarbonate solution. The phases were separated and the aqueous phase was extracted with further EtOAc. The combined organic phases were washed with brine, dried over sodium sulfate, filtered and evaporated in vacuo. The obtained residue was purified via ISCO Combiflash chromatography (over silica column, eluting with EtOAc/heptane) to afford 2-adamantan-1-yl-3-methyl-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one (0.821 g) as a white solid. MS (ESI+): 273.0 [M+H]+).

Provenance & Evidence