反应详情

To a mixture of 4,6-dichloro-pyrimidin-2-yl-amine (0.625 g, 3.81 mmol), 2,5-dichloro-phenyl boronic acid (0.726 g, 3.81 mmol), palladium (II) acetate (0.128 g, 0.57 mmol) and triphenylphosphine (0.30 g, 1.14 mmol) was added a solution of sodium carbonate (2.0 g, 19.0 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere for 6 hours. Filtration and concentration of the filtrate yielded the crude product which was purified by flash chromatography on silica gel eluting with ethyl acetate-chloroform (1:8). After evaporation of solvents under reduced pressure, the residue was dissolved in ethanol (100 ml) and stirred while a solution of hydrogen chloride in dioxane (4.0 M, 2.5 ml) was added. After evaporation of volatiles under reduced pressure, the residue was treated with ethyl acetate (25 ml) and stirred for 16 hours. Filtration provided the hydrochloride salt of 4-chloro-6-(2,5-dichloro-phenyl)-pyrimidin-2-yl-amine (0.330 g, 28% yield) as a white powder.

1. filtrationFiltration and concentration of the filtrate
2. customyielded the crude product which
3. customwas purified by flash chromatography on silica gel eluting with ethyl acetate-chloroform (1:8)
4. customAfter evaporation of solvents under reduced pressure
5. dissolutionthe residue was dissolved in ethanol (100 ml)
6. stirringstirred while a solution of hydrogen chloride in dioxane (4.0 M, 2.5 ml)
7. additionwas added
8. customAfter evaporation of volatiles under reduced pressure
9. additionthe residue was treated with ethyl acetate (25 ml)
10. stirringstirred for 16 hours
11. filtrationFiltration