Реакция #66629

Уравнение реакции

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

Условия реакции

Обработка

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

Методика

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.

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