반응 #1275679

반응 방정식

4-Chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

Cs2CO3

3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole

→

title compound

수율 12.6%

4-Chloro-2-ethyl-1-({5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-benzimidazole-5-carbonitrile

수율 12.6%

용매

DMF

반응 조건

후처리

1. 1
   기타The cooled reaction mixture
2. 2
   기타was partitioned between Et2O and water
3. 3
   세척The organic portion was washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타Purification (SiO2, EtOAc/hexanes)

실험 절차

4-Chloro-2-ethyl-1H-benzimidazole-5-carbonitrile (0.014 g, 0.068 mmol), Cs2CO3 (0.033 g, 0.102 mmol), and 3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole (0.027 g, 0.102 mmol) were combined in DMF (10 mL) and heated to 90° C. for 30 min. The cooled reaction mixture was partitioned between Et2O and water. The organic portion was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) afforded the title compound (0.0037 g): MS (ESI) m/z 432 (M+1).

출처