Reaction #927280

Reaction equation

2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-5-nitro-benzimidazole

→

5-amino-2-[2-(4-cyanophenyl)-ethyl]-1-methyl-benzimidazole

Solvents

THF

Conditions

Workup

1. 1
   FiltrationThe catalyst is filtered off
2. 2
   Otherthe filtrate is evaporated down until not
3. 3
   Othercompletely dry
4. 4
   workup.ADDITIONdiluted with 100 mL acetonitrile
5. 5
   Otherevaporated down to a residual volume of 30 mL
6. 6
   TemperatureThe crystal slurry is cooled
7. 7
   Filtrationfiltered
8. 8
   WashThe crystals are washed with cold acetonitrile and ether

Procedure

2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-5-nitro-benzimidazole (5.5 g, 18 mmol) in 150 mL THF/75 mL methanol is hydrogenated in the presence of 1.0 g of 5% Pd/C at ambient temperature and normal pressure. The catalyst is filtered off, the filtrate is evaporated down until not completely dry, diluted with 100 mL acetonitrile and evaporated down to a residual volume of 30 mL. The crystal slurry is cooled and filtered. The crystals are washed with cold acetonitrile and ether.

Source