反应详情

温度

80 °C

To a solution of 4-[2-(5-bromo-pyridin-2-yloxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester (50 g, 0.135 mmol) in a mixture of tetrahydrofuran (10.5 mL) and water (2.5 mL) was added 2-methoxyphenylboronic acid (24.5 mg, 0.162 mmol) and cesium carbonate (175.3 mg, 0.54 mmol). The solution was then degassed by bubbling a flux of argon for 20 minutes before adding tetrakis(triphenylphosphine)palladium (4.24 mg, 0.0034 mmol). The reaction mixture was then stirred overnight at 80° C. under argon atmosphere before allowing to cool down to room temperature and diluting with ethyl acetate. The reaction mixture was then filtered; the filtrate was then washed twice with water and dried over sodium sulfate before being concentrated in vacuo. The residue was then purified by column chromatography (SiO2, EtOAc/Heptane, 0-60%) to yield the title compound as a light yellow solid (42.5 mg, 79%).

1. customThe solution was then degassed
2. customby bubbling a flux of argon for 20 minutes
3. temperatureto cool down to room temperature
4. filtrationThe reaction mixture was then filtered
5. washthe filtrate was then washed twice with water
6. dry with materialdried over sodium sulfate
7. concentrationbefore being concentrated in vacuo
8. customThe residue was then purified by column chromatography (SiO2, EtOAc/Heptane, 0-60%)