Acetic Acid → HCID 69134399, compound

HRID 969521Notes

Reaction equation

HRID 969521 reaction equation
[CH3:1][N:2]([CH3:27])[C:3]([C:5]1[CH:18]=[C:17]([O:19]CC2C=CC=CC=2)[C:8]2[N:9]=[C:10]([C:13]([F:16])([F:15])[F:14])[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4].C(O)(=O)C>C(O)C.O1CCCC1.[Pd]>[CH3:1][N:2]([CH3:27])[C:3]([C:5]1[CH:18]=[C:17]([OH:19])[C:8]2[N:9]=[C:10]([C:13]([F:16])([F:14])[F:15])[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 69135057HCID 69135057, compound

Product 1

HCID 69134399HCID 69134399, compoundYield 100.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

A solution of 9.0 g (23.8 mmol) 7-benzyloxy-3-methyl-2-trifluoromethyl-3H-benzimidazole-5-carboxylic acid dimethylamide and 1.2 ml acetic acid in 300 ml ethanol-tetrahydrofuran (1:1) was hydrogenated over 1.1 g 10% Pd/C in autoclave (5 bar H2) at 50° C. for 16 h. The catalyst was filtered off and the filtrate concentrated in vacuo to afford 6.9 g (100%) of the title compound as a white solid.

Workup

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

Sources & evidence

ORD record
ord-7f50136edf03451da8ee30229456d6f5
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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