تفاعل #1000752

معادلة التفاعل

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

Cs2CO3

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

→

title compound

المردود 12.6%

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

المردود 12.6%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe cooled reaction mixture
2. 2
   أخرىwas partitioned between Et2O and water
3. 3
   غسيلThe organic portion was washed with brine
4. 4
   تجفيفdried over Na2SO4
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىPurification (SiO2, EtOAc/hexanes)

الإجراء التجريبي

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).

المصدر