反应详情

温度

75 °C

To a stirred solution of 4,7-dichloroquinoline-2-carbonitrile (6 g, 26.9 mmol), (2-fluoro-4-methoxyphenyl)boronic acid (5.03 g, 29.6 mmol), 2M sodium carbonate (29.6 ml, 59.2 mmol) in 10:1 toluene (48.9 ml) ethanol (4.89 ml) was added tetrakis(triphenylphosphine)palladium(0) (0.777 g, 0.672 mmol). The mixture was stirred at 75° C. under N2 for 18 hours. The reaction was allowed to cool to ambient temperature. The cooled reaction mixture was diluted with EtOAc and then washed with H2O, brine, dried (MgSO4) and concentrated. The residue was mostly dissolved in warm EtOAc (100 ml), added 100 ml of Et2O, allowed to stand at ambient temperature for 1 hour. The solid was collected and washed with cold Et2O (50 ml) to give 7-chloro-4-(2-fluoro-4-methoxyphenyl)quinoline-2-carbonitrile (4.4 g, 14.07 mmol, 52.3% yield) as a yellow solid.

1. temperatureto cool to ambient temperature
2. customThe cooled reaction mixture
3. washwashed with H2O, brine
4. dry with materialdried (MgSO4)
5. concentrationconcentrated
6. dissolutionThe residue was mostly dissolved in warm EtOAc (100 ml)
7. additionadded 100 ml of Et2O
8. waitto stand at ambient temperature for 1 hour
9. customThe solid was collected
10. washwashed with cold Et2O (50 ml)