反应详情

温度

95 °C

A mixture of 5-iodo-4[(4-methyl-1H-indol-5-yl)amino]nicotinonitrile (100 mg, 0.27 mmol), 2-[3-(2-methoxyethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (98 mg, 0.35 mmol) and tetrakis(triphenylphosphine)palladium(0) (16 mg, 0.014 mmol) in DME (6 mL) and saturated aqueous NaHCO3 (4 mL) was heated at 95° C. for 2 h, cooled to room temperature and partitioned between dichloromethane and water. The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo, and the residue was purified by flash column chromatography (MeOH/CH2Cl2, 1% to 5%) to provide 71 mg (66%) of 5-[3-(2-methoxyethoxy)phenyl]-4-[(4-methyl-1H-indol-5-yl)amino]nicotinonitrile as a tan solid. HPLC retention time: 8.3 min.(g); MS: 399.3 (M+H); melting range: 158-160° C.; and HRMS: 399.18291.

1. temperaturecooled to room temperature
2. custompartitioned between dichloromethane and water
3. dry with materialThe organic phase was dried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customthe residue was purified by flash column chromatography (MeOH/CH2Cl2, 1% to 5%)