Реакция #1835222

Уравнение реакции

3-bromo-5-methylpyrazin-2-amine

4-(cyclohexyloxy)phenylboronic acid

sodium carbonate decahydrate

→

title compound

Выход 99.5%

3-(4-(cyclohexyloxy)phenyl)-5-methylpyrazin-2-amine

Выход 99.5%

Растворители

DME

water

Условия реакции

Обработка

1. 1
   ДругоеThe insoluble material was removed by filtration (eluted with EtOAc), and silica-gel
2. 2
   workup.ADDITIONwas added
3. 3
   Другоеthe volatiles were removed in vacuo
4. 4
   Другоеwas purified by column chromatography (silica gel, eluted with EtOAc in hexane)

Методика

Tetrakis(triphenylphosphine)palladium(0) (0.922 g) was added to a suspension of 3-bromo-5-methylpyrazin-2-amine (5 g), 4-(cyclohexyloxy)phenylboronic acid (7.61 g) and sodium carbonate decahydrate (15.2 g) in DME (200 mL) and water (40 mL) and the mixture was stirred at 80° C. under nitrogen overnight. The insoluble material was removed by filtration (eluted with EtOAc), and silica-gel was added and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (7.5 g) as a pale orange solid.

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