HCID 18354971, compound → 1,1-Dimethylethyl 4-amino-1H-benzimidazole-1-carboxylate

HRID 1713494Notes

Reaction equation

HRID 1713494 reaction equation
[N+:1]([C:4]1[C:12]2[N:11]=[CH:10][N:9]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O>C(O)C.[C].[Pd]>[NH2:1][C:4]1[C:12]2[N:11]=[CH:10][N:9]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 18354971HCID 18354971, compound

Product 1

HCID 183552241,1-Dimethylethyl 4-amino-1H-benzimidazole-1-carboxylateYield 100%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1,1-dimethylethyl 4-nitro-1H-benzimidazole-1-carboxylate (0.95 g, 3.6 mmol) in ethanol (20 mL) was added 10% palladium carbon (0.10 g), and the mixture was stirred under hydrogen atmosphere at room temperature for 4 hours. The reaction solution was filtered through a Celite, the Celite was washed with ethanol, and then the filtrate was concentrated under reduced pressure to obtain the title compound (0.84 g, quantitative).

Workup

  1. filtrationThe reaction solution was filtered through a Celite
  2. washthe Celite was washed with ethanol
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-96f50bcdae694636941d124cd09ef253
Source dataset
uspto-grants-2010_09
Patent number
US07795267B2

Reaction notes

Loading…