Water → tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(6-bromo-2-pyridyl)-6-chloro-pyrazolo[4,3-c]pyridine (150 mg, 0.485 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,6-dihydro-2 h-pyridine-1-carboxylic acid tert-butyl ester (180 mg, 0.581 mmol), and 1,1′-Bis(diphenylphosphino)ferrocenepalladium(II) chloride (32 mg, 0.039 mmol) in Acetonitrile 5.0 mL was added 1.00 M of Potassium acetate in Water (0.73 mL, 0.73 mmol) and 1.00 M of Sodium carbonate in Water (0.73 mL, 0.73 mmol). The reaction mixture was stirred at 95° C. for 2 h. The reaction was filtered through celite. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 35% EtOAc) to give tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylate (185 mg) in 92% yield. MS (ESI) m/z: 412.2

Provenance & Evidence