Reaktion #56844

Reaktionsgleichung

sodium carbonate

2-amino-4,6-dichloro-5-methyl-pyrimidine

5-chloro-2-methoxy-phenyl boronic acid

triphenylphosphine

→

2-amino-4-chloro-6-(5-chloro-2-methoxyphenyl)-5-methyl-pyrimidine

Ausbeute 21.1%

Lösungsmittel

glyme

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationFiltration and concentration of the filtrate
2. 2
   Sonstigeyielded a residue which
3. 3
   Sonstigewas purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3)

Vorschrift

To a mixture of 2-amino-4,6-dichloro-5-methyl-pyrimidine (0.18 g, 1.0 mmol), 5-chloro-2-methoxy-phenyl boronic acid (0.19 g, 1.0 mmol), palladium (II) acetate (0.034 g, 0.15 mmol) and triphenylphosphine (0.079 g, 0.30 mmol) was added a solution of sodium carbonate (0.64 g, 6.0 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere at room temperature for 72 hours. Filtration and concentration of the filtrate yielded a residue which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 2-amino-4-chloro-6-(5-chloro-2-methoxyphenyl)-5-methyl-pyrimidine (0.06 g, 21% yield) as a white powder.

Quelle