反应详情

温度

100 °C

5-Bromo-6-cyclopentyloxy-3-pyridinecarboxylic acid methyl ester (0.33 g, 1.1 mmol) was dissolved in DMF (3.5 mL). To this solution was added [2-chloro-5-(trifluoromethyl)phenyl]-boronic acid (370 mg, 1.6 mmol), palladium(II)acetate (7 mg), triphenylphosphine (18 mg) and triethylamine (0.46 mL). The whole mixture was heated with stirring at 100° C. for 20 h, cooled to room temperature and partitioned between dichloromethane and a mixture of water and concentrated ammonium hydroxide solution (water/ammonia 4:1 v/v). Organic phases were pooled, dried with MgSO4 and the solvent was evaporated. The residue was purified by column chromatography on silica (n-heptane/ethyl acetate 6:1) to yield 0.27 g of the title compound as a light yellow oil, MS (ISP) 400.4 (M+H)+.

1. temperatureThe whole mixture was heated
2. temperaturecooled to room temperature
3. custompartitioned between dichloromethane
4. additiona mixture of water and concentrated ammonium hydroxide solution (water/ammonia 4:1 v/v)
5. dry with materialdried with MgSO4
6. customthe solvent was evaporated
7. customThe residue was purified by column chromatography on silica (n-heptane/ethyl acetate 6:1)