Ethyl isocyanate → N-(7-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)-N′-ethylurea
반응식
[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([NH2:11])[N:10]=[C:4]2[CH:3]=1.[CH2:12]([N:14]=[C:15]=[O:16])[CH3:13]>C1COCC1.C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[C:9]([NH:11][C:15]([NH:14][CH2:12][CH3:13])=[O:16])[N:10]=[C:4]2[CH:3]=1참가 물질
4
반응 조건
- 온도
- 100 °C
실험 절차
7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (compound 3, 1.22 g, 5.73 mmol) was dissolved in THF/toluene (1:1, 60 mL), then ethyl isocyanate (4.07 g, 57.3 mmol) and a catalytic quantity of dibutyltindiacetate (6 drops) were added to the mixture. The reaction was then heated in a sealed tube at 100° C. for 24 h. This mixture was allowed to cool, then the solvents removed under reduced pressure to afford an oily solid, which was triturated with Et2O, giving a solid which was collected by filtration. Further material was isolated by flash chromatography of the resulting filtrate on silica (2% MeOH/CH2Cl2 as eluant) to give compound 1-(7-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-3-ethyl-urea (4) LCMS (APCI+) 284, 286.