반응 #66629

반응 방정식

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

반응 조건

후처리

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

실험 절차

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.

출처