反応 #66629

反応方程式

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

反応条件

後処理

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

実験手順

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.

出典