반응 #7027

반응 방정식

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

수율 63.0%

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

수율 63.0%

반응 조건

후처리

1. 1
   온도After the reaction solution was cooled to ambient temperature
2. 2
   여과were filtered off
3. 3
   세척The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution
4. 4
   건조the organic layer was dried over anhydrous magnesium sulfate
5. 5
   기타After the solvent was evaporated under reduced pressure
6. 6
   기타the resulting solid was recrystallized from ethyl acetate

실험 절차

[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.

출처