Reaktion #66681

Reaktionsgleichung

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

Ausbeute 71.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe insoluble portion was collected by filtration
2. 2
   SonstigeThe solid was triturated with 10% MeOH/methylene chloride/0.1% NH4OH solution (100 ml)
3. 3
   Filtrationfiltered again
4. 4
   EinengenThe filtrate was concentrated
5. 5
   Sonstigeflash chromatographed on silica (3% MeOH in methylene chloride with 0.1% NH4OH)

Vorschrift

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.

Quelle