Potassium Phosphate, Tribasic → 6-(4-Hydroxy-2-methyl-phenyl)-1-methyl-1H-indazole-3-carboxylic Acid

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To a degassed solution of 6-bromo-1-methyl-1H-indazole-3-carboxylic acid methyl ester (0.61 g, 2.4 mmol), 3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl-phenol (0.84, 3.6 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (0.098 g, 0.240 mmol), and potassium phosphate (1.0 g, 4.8 mmol) in dioxane (10 mL) and water (5 mL) is degassed and treated with Pd(OAc)2 (27 mg, 0.12 mmol). The reaction is degassed again and heated to 90° C. for 18 h. The reaction is cooled to room temperature, concentrated onto silica gel under reduced pressure, and purified via flash chromatography using a gradient of 10% to 30% EtOAc in Hexanes to yield the title compound (0.53 g, 75%). ES/MS m/e 297.0 (M+1).

Herkunft & Nachweise