Potassium Acetate → 4-chloro-6-(1H-indazol-5-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine

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Reaction Steps

4,6-Dichloro-1-methyl-1H-pyrazolo[3,4-b]pyridine 5 (0.180 g, 0.89 mmol) was dissolved in 2 mL dioxane and 2 mL acetonitriile in a microwave tube, and nitrogen was bubbled through the solution. 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (0.217 g, 0.89 mmol) and a 1M solution of potassium acetate (2 mL, 2 mmol) were added. Nitrogen gas was bubbled through the mixture followed by the addition of 5 mole % of tetrakis(triphenylphosphine) palladium (0). The resultant mixture was microwaved at 125° C. for 30 minutes. Purification via Biotage reverse phase system (4:1 ethyl acetate/hexanes) gave 12.

Provenance & Evidence