HCID 69134414, compound → HCID 69135193, compound

HRID 969520Notes

Reaction equation

HRID 969520 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]3[CH2:15][CH2:14]3)[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4]>C(O)C.C(O)(=O)C.[Pd]>[CH3:1][N:2]([CH3:26])[C:3]([C:5]1[CH:17]=[C:16]([OH:18])[C:8]2[N:9]=[C:10]([CH:13]3[CH2:15][CH2:14]3)[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4]

Participants

5

Reactant 1

HCID 69134414HCID 69134414, compound

Product 1

HCID 69135193HCID 69135193, compoundYield 92%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

A solution of 15.4 g (42.0 mmol) 7-benzyloxy-2-cyclopropyl-3-methyl-3H-benzimidazole-5-carboxylic acid dimethylamide in 200 ml ethanol and 3.6 ml acetic acid was hydrogenated over 3.4 g 10% Pd/C in autoclave (5 bar H2) at 50° C. for 16 h. The catalyst was filtered off and the filtrate was concentrated in vacuo. The residue was crystallized from diisopropyl ether to afford 10 g (92%) of the title compound as a white solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-1cfd722d207641c791430e4dda57e20e
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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