Reacción #66629

Ecuación de reacción

4-chloro-5-(2-isopropyl-4-methoxy-5-methyl-phenoxy)-pyrimidin-2-ylamine

aniline

Methylene chloride

→

5-(2-Isopropyl-4-methoxy-5-methyl-phenoxy)-N4-phenyl-pyrimidine-2,4-diamine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas placed in a sealed tube
2. 2
   Otroinsoluble solid was removed by filtration through celite
3. 3
   LavadoThe combined methylene chloride filtrate was washed with water
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   OtroAfter removal of the drying agent
6. 6
   Concentraciónthe organic phase was concentrated under reduced pressure
7. 7
   OtroThe residue was purified with silica gel chromatography (2% methanol in methylene chloride)
8. 8
   Otroto yield a yellow oily residue, which
9. 9
   Otrowas further purified with preparative TLC and HPLC (5 to 100% acetonitrile in water with 0.1% trifluoroacetic acid

Procedimiento

A suspension of 4-chloro-5-(2-isopropyl-4-methoxy-5-methyl-phenoxy)-pyrimidin-2-ylamine (0.043 g, 0.14 mmol) in aniline (4 ml) was placed in a sealed tube and heated at 100° C. over night. Methylene chloride was added and insoluble solid was removed by filtration through celite. The combined methylene chloride filtrate was washed with water and dried over anhydrous sodium sulfate. After removal of the drying agent, the organic phase was concentrated under reduced pressure. The residue was purified with silica gel chromatography (2% methanol in methylene chloride) to yield a yellow oily residue, which was further purified with preparative TLC and HPLC (5 to 100% acetonitrile in water with 0.1% trifluoroacetic acid to yield 5-(2-Isopropyl-4-methoxy-5-methyl-phenoxy)-N4-phenyl-pyrimidine-2,4-diamine, M+H: 365.

Fuente