Water → HCID 86676703, compound

Participants

Reaction Conditions

Reaction Steps

A microwave reaction vial was charged with (S)-tert-butyl 1-(3-bromo-6-(5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-2-yl)piperidin-3-ylcarbamate (128.3 mg, 0.189 mmol), 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (320 uL, 1.9 mmol), 1,1′-Bis(diphenylphosphino)ferrocenepalladium (II) chloride (15.4 mg, 0.0189 mmol), 1.00 M of Potassium acetate in Water (0.28 mL, 0.28 mmol), 1.00 M of Sodium carbonate in Water (0.28 mL, 0.28 mmol), and Acetonitrile (10 mL). The reaction mixture was heated under microwave at 150° C. for 5 minutes. The mixture was concentrated, and the residue was purified on silica eluted with 0 to 100% EtOAc in Heptane to afford (S)-tert-butyl 1-(6-(5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-3-yl)-3-vinylpyridin-2-yl)piperidin-3-ylcarbamate (107 mg, 91%).

Provenance & Evidence