Potassium Carbonate → 2-(benzyloxy)-5-(6-bromopyridin-2-yl)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one

Participants

Reaction Conditions

Reaction Steps

Copper (I) iodide (0.047 g, 0.25 mmol) was added to a stirred suspension of 2-(benzyloxy)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one (0.3 g, 1.23 mmol), 2,6-dibromopyridine (0.58 g, 2.46 mmol), N,N-dimethylethylenediamine (0.08 mL, 0.74 mmol) and K2CO3 (0.34 g, 2.46 mmol) in toluene (12 mL). The reaction mixture was stirred at 120° C. for 48 hours. Then 2,6-dibromopyridine (0.146 g, 0.62 mmol), The solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; DCM). The desired fractions were collected, the solvents evaporated in vacuo and the residue triturated with pentane to yield 2-(benzyloxy)-5-(6-bromopyridin-2-yl)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one (0.20 g, 39% yield) as a pale yellow solid.

Provenance & Evidence