反应 #1484840

ord-88656cdd6e8c41a1821565d0e58ab699

反应方程式

O=Cc1cc2cccc(Cl)c2nc1Cl
2,8-dichloroquinoline 3-carbaldehyde
OB(O)c1ccccc1Cl
2-chlorophenyl boronic acid
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=Cc1cc2cccc(Cl)c2nc1-c1ccccc1Cl
8-chloro-2-(2-chlorophenyl)quinoline-3-carbaldehyde

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Prepared
  2. 2
    其他After purification

实验过程

Prepared according to Procedure A using 2,8-dichloroquinoline 3-carbaldehyde (1.70 g, 7.5 mmol), 2-chlorophenyl boronic acid (1.29 g, 8.25 mmol, 1.1 eq), tetrakis(triphenylphosphine)palladium (0.430 g, 0.375 mmol, 0.05 eq), and sodium carbonate (3.97 g, 37.5 mmol, 5 eq) in acetonitrile (57 mL) and water (19 mL). After purification, 8-chloro-2-(2-chlorophenyl)quinoline-3-carbaldehyde was obtained as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.25 (1 H, s), 8.93 (1 H, s), 8.14 (1 H, d, J=8.6 Hz), 8.03 (1 H, d, J=9.0 Hz), 7.55-7.64 (1 H, t, J=8.0 Hz) Mass Spectrum (ESI) m/e=302.0 and 304.0 (M+1)

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08901135B2uspto-grants-2014_12