Aniline → 2,6-dichloro-N-phenylpyridin-3-amine

Reaction equation

Clc1ccc(I)c(Cl)n1.Nc1ccccc1>C1COCCO1.CC(=O)O.CC(=O)O.O=C([O-])[O-].[K+].[K+].[Pd].c1ccc(-c2ccccc2P(C2CCCCC2)C2CCCCC2)cc1>Clc1ccc(Nc2ccccc2)c(Cl)n1

Participants

Conditions

Temperature: 120 °C

Procedure

Biphenyl-2-yldicyclohexylphosphine (2.80 mg, 8.00 µmol) and diacetoxypalladium (0.898 mg, 4.00 µmol) were dilutet in dioxane (1 ml) and flushed with nitrogen. 2,6-dichloro-3-iodopyridine (0.027 g, 0.1 mmol), aniline (10.96 µl, 0.12 mmol) and potassium carbonate (0.276 g, 2.00 mmol) were weight in another flask and flushed with nitrogen. The ligand-Pd mixture was subjoined and the reaction mixture was stirred at 120°C over night. The reaction was monitored by LC/MS and TLC. No desired product could be obtained and the starting material was left.