반응 #364237

반응 방정식

sodiumbicarbonate

2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

sodiumhydride

sodiumhydride

p-toluenesulfonate

ethyl-p-toluenesulfonate

→

diethyl-(2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-yl)-amine

수율 15.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   workup.ADDITIONAfter each addition
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued at 50° C. for 20 hours
4. 4
   추출the mixture was extracted with dichloromethane
5. 5
   기타Evaporation of the solvent and chromatography on silicagel with dichloromethane/methanol 96/4

실험 절차

A solution of 0.29 g (0.001 mol) 2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine in 50 ml dimethylformamide was treated with 0.05 g (0.001 mol) sodiumhydride(55%) for 15 minutes at room temperature. Then 0.22 g (0.001 mol) ethyl-p-toluenesulfonate were added and stirring was continued for 22 hours. Addition of sodiumhydride and p-toluenesulfonate was repeated three times. After each addition stirring was continued at 50° C. for 20 hours. Saturated aqueous sodiumbicarbonate was added and the mixture was extracted with dichloromethane. Evaporation of the solvent and chromatography on silicagel with dichloromethane/methanol 96/4 gave 0.05 g (15%) diethyl-(2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-yl)-amine as yellow oil. MS m/e (%): 343 (M+, 59), 314 (100), 300 (73), 104 (51).

출처