Potassium Acetate → tert-butyl 1-(5-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-3-yl)piperidin-4-ylcarbamate

Participants

Reaction Conditions

Reaction Steps

5-bromo-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine (0.0736 g, 0.180 mmol), tert-butyl 1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)piperidin-4-ylcarbamate (0.080 g, 0.20 mmol) and 1,1′-Bis(diphenylphosphino)ferrocenepalladium (II) chloride (0.0221 g, 0.0270 mmol) were dissolved in Acetonitrile (3.00 mL), followed by the addition of 1.0 M of Potassium acetate in Water (0.270 mL) and 1.0 M of Sodium carbonate in Water (0.270 mL). The reaction was stirred at 80° C. for 1 h. After filtration, the crude was evaporated and purified by silica gel column using (EtOAc/Hep eluted at 75% EtOAc) to give tert-butyl 1-(5-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-3-yl)piperidin-4-ylcarbamate (45 mg, 45% yield). ESI MS m/z=558.1 (M+1).

Provenance & Evidence