Potassium Carbonate → HCID 59334644, compound

Participants

Reaction Conditions

Reaction Steps

N-{[2-(5-Bromo-2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}acetamide (200 mg, 0.621 mmol) obtained in Example 29, methylboronic acid (74.5 mg, 1.241 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (17.8 mg, 0.0372 mmol), potassium carbonate (206 mg, 1.49 mmol) and tris(dibenzylideneacetone)dipalladium(0) (22.7 mg, 0.0248 mmol) were added to N,N-dimethylformamide (3.1 mL), and the mixture was stirred under nitrogen atmosphere at 100° C. for 2 days, then stirred under heating at 120° C. for 2 days. The reaction solution was diluted with ethyl acetate, and filtered through celite. The obtained filtrate was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate=0/100→5/95) and HPLC to give the title compound (53.4 mg, yield 33%).

Provenance & Evidence