Acetic Acid → HCID 69135082, compound

HRID 969522Notes

Reaction equation

HRID 969522 reaction equation
[CH3:1][N:2]([CH3:26])[C:3]([C:5]1[CH:17]=[C:16]([O:18]CC2C=CC=CC=2)[C:8]2[N:9]=[C:10]([CH:13]([CH3:15])[CH3:14])[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4].C(O)(=O)C>CO.[Pd]>[CH3:26][N:2]([CH3:1])[C:3]([C:5]1[CH:17]=[C:16]([OH:18])[C:8]2[N:9]=[C:10]([CH:13]([CH3:15])[CH3:14])[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 69134410HCID 69134410, compound

Product 1

HCID 69135082HCID 69135082, compoundYield 118.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3.6 g (10.3 mmol) 7-benzyloxy-2-isopropyl-3-methyl-3H-benzimidazole-5-carboxylic acid dimethylamide and 900 μl acetic acid in 70 ml methanol was hydrogenated over 885 mg 10% Pd/C in autoclave (5 bar H2) at 50° C. for 15 h. The catalyst was filtered off and the filtrate was concentrated in vacuo to afford 3.2 g (100%) of the title compound as a grey wax.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-02051ca20a6b4f0092853a2cf4c1e7d5
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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