Reaktion #7027

Reaktionsgleichung

chloroform

[4-(2-Bromophenyl)-5-(6-phenylpyridin-3-yl)-4H-1,2,4-triazol-3-yl]-N-(2-methoxyethyl)-N-methylamine

calcium hydroxide

N-methyl-2-pyrrolidone

→

compound

Ausbeute 63.0%

2-{3-[N-(2-Methoxyethyl)-N-methylamino]-5-(6-phenylpyridin-3-yl)-4H-1,2,4-triazol-4-yl}benzonitrile

Ausbeute 63.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter the reaction solution was cooled to ambient temperature
2. 2
   Filtrationwere filtered off
3. 3
   WaschenThe filtrate was washed with saturated aqueous sodium hydrogen carbonate solution
4. 4
   Trocknenthe organic layer was dried over anhydrous magnesium sulfate
5. 5
   SonstigeAfter the solvent was evaporated under reduced pressure
6. 6
   Sonstigethe resulting solid was recrystallized from ethyl acetate

Vorschrift

[4-(2-Bromophenyl)-5-(6-phenylpyridin-3-yl)-4H-1,2,4-triazol-3-yl]-N-(2-methoxyethyl)-N-methylamine (436 mg) prepared in the Example 7 was dissolved in N-methyl-2-pyrrolidone (5 ml), followed by addition of zinc cyanide (121 mg), calcium hydroxide (76 mg) and tetrakistriphenylphosphine palladium (326 mg), and stirred at 180° C. for 3 hours. After the reaction solution was cooled to ambient temperature, chloroform was added to the solution, from which insoluble materials were filtered off. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution, and the organic layer was dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting solid was recrystallized from ethyl acetate, to afford the entitled compound as white crystal (242 mg, 63%). The physico-chemical values are as follows.

Quelle