N,N'-Dimethylethylenediamine → HCID 86676697, compound

Participants

Reaction Conditions

Reaction Steps

A solution containing 5-bromo-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine (1.00 g, 2.45 mmol), 1-acetylimidazolidin-2-one (0.3768 g, 2.941 mmol), N,N′-Dimethylethylenediamine (0.528 mL, 4.90 mmol), Copper(I) iodide (0.467 g, 2.45 mmol) and Potassium carbonate (0.4064 g, 2.941 mmol) in 1,4-Dioxane (40.0 mL, 512 mmol) was stirred at 75° C. for 2 h. The reaction was filtered thru celite and concentrated. The crude product purified by Isco column (1% MeOH/EtOAc/Hep eluted at 55% EtOAc) to give 1-acetyl-3-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)imidazolidin-2-one (620 mg, 62% yield). ESI MS m/z=408.1 (M+1).

Provenance & Evidence