تفاعل #56809

ord-3e25d25f62b4403faefdd8ecc811df39

معادلة التفاعل

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Nc1nc(Cl)cc(Cl)n1
4,6-dichloro-pyrimidin-2-yl-amine
COc1ccc(Cl)cc1B(O)O
5-chloro-2-methoxy-phenyl boronic acid
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
COc1ccc(Cl)cc1-c1cc(Cl)nc(N)n1
4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine
المردود 58.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

To a mixture of 4,6-dichloro-pyrimidin-2-yl-amine (0.304 g, 2.0 mmol), 5-chloro-2-methoxy-phenyl boronic acid (0.373 g, 2.0 mmol), palladium (II) acetate (0.068 g, 0.30 mmol) and triphenylphosphine (0.157 g, 0.60 mmol) was added a solution of sodium carbonate (1.36 g, 12.8 mmol) in water (5 ml) followed by glyme (20 ml). The mixture was stirred under an atmosphere of argon for 1 hour. Filtration and concentration of the filtrate provided a residue which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 4-chloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidin-2-yl-amine (0.314 g, 58% yield) as a white powder.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07419984B2uspto-grants-2008_09