Реакция #66681

Уравнение реакции

water

N2-Ethyl-5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

CuCN

→

5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile

Выход 71.0%

Растворители

DMF

Условия реакции

Обработка

1. 1
   Фильтрацияthe insoluble portion was collected by filtration
2. 2
   ДругоеThe solid was triturated with 10% MeOH/methylene chloride/0.1% NH4OH solution (100 ml)
3. 3
   Фильтрацияfiltered again
4. 4
   КонцентрированиеThe filtrate was concentrated
5. 5
   Другоеflash chromatographed on silica (3% MeOH in methylene chloride with 0.1% NH4OH)

Методика

To a solution of N2-Ethyl-5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (1.65 g, 4.12 mmol) in anhydrous DMF (10 ml) was added CuCN, and the reaction mixture was heated to 120° C. for 3 hrs. The reaction mixture was poured into water (200 ml) and the insoluble portion was collected by filtration. The solid was triturated with 10% MeOH/methylene chloride/0.1% NH4OH solution (100 ml) and filtered again. The filtrate was concentrated and flash chromatographed on silica (3% MeOH in methylene chloride with 0.1% NH4OH) to give 5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile (0.87 g, 71%) as a white solid.

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