HCID 86588556, compound → HCID 86588557, compound

HRID 1796345Notes

Reaction equation

HRID 1796345 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1.[NH2:14][CH2:15][N:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[N:18]=[CH:17]1.[H][H]>[Pd].CO>[NH2:14][CH2:15][N:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[N:18]=[CH:17]1.[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 86588556HCID 86588556, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86588557HCID 86588557, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a parr shaker under nitrogen atmosphere was charged 3-aminomethylbenzimidazole-4 nitro benzoic acid methylester (10 g, 0.037 mol, 1.0 eq) and 180 ml of methanol. To the slurry was charged 1 g of 10% Palladium on carbon This was placed under 55 psi hydrogen atmosphere and shaken for 16 hours. The reaction was removed under nitrogen atmosphere and filtered over a bed of celite under an atmosphere of nitrogen and the celite/Pd/c washed with 500 ml of methanol (degassed with nitrogen) and the combined organics concentrated to an off white solid. Yield 96%.

Workup

  1. customThe reaction was removed under nitrogen atmosphere
  2. filtrationfiltered over a bed of celite under an atmosphere of nitrogen
  3. washthe celite/Pd/c washed with 500 ml of methanol (degassed with nitrogen)
  4. concentrationthe combined organics concentrated to an off white solid

Sources & evidence

ORD record
ord-7a82ed9809114a74bf14a36da371c8a3
Source dataset
uspto-grants-2006_04
Patent number
US07030150B2

Reaction notes

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