Potassium carbonate (276 mg), phenylboronic acid (122 mg), dichlorobis(triphenylphosphine)palladium(II) (175 mg) and water (132 μl) were added to a solution of tert-butyl {[4-bromo-1-(3-methoxypropyl)-1H-indazol-3-yl]methyl}cyclopropylcarbamate (218 mg) in 1,2-dichloroethane (11 ml) and the mixture was stirred under argon atmosphere at 80° C. for 1.5 hours. The reaction mixture was cooled to room temperature, poured into ice water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and saturated brine, dried over magnesium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=20/1 to 7/3) to give tert-butyl cyclopropyl{[1-(3-methoxypropyl)-4-phenyl-1H-indol-3-yl]methyl}carbamate (212 mg) as a yellow oil.
