TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDAZOLE-1-CARBOXYLATE

651780-02-8

73183-34-3

864771-44-8

Tert-butyl 5-bromo-1H-indazole-1-carboxylate (10.1 mmol) and pinacol ester of bisboronic acid (11.1 mmol) were used as raw materials for the reaction catalyzed by palladium(II) acetate (1.01 mmol) and dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) (1.01 mmol) with the addition of potassium acetate (30.3 mmol) in triethylamine ( 1.5 mL) solution of potassium acetate (30.3 mmol) and 1,4-dioxane (60 mL) as a solvent, and the reaction was carried out at 110 °C overnight. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was purified by fast column chromatography (eluent: 5% ethyl acetate/petroleum ether) to afford the target product 1-tert-butoxycarbonylindazole-5-boronic acid pinacol ester as a yellow solid in 74% yield.