Réaction #66629

Équation de réaction

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

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source