HCID 90411988, compound → HCID 69340896, compound

HRID 1850692Notes

Reaction equation

HRID 1850692 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]([NH:13]C(=O)OCC2C=CC=CC=2)=[CH:4][N:3]=1>[Pd].CO>[CH3:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:5]([NH2:13])=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 90411988HCID 90411988, compound

Product 1

HCID 69340896HCID 69340896, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a mixture of benzyl N-(2-methyl-3-phenyl-imidazol-4-yl)carbamate (510 mg, 1.659 mmol) and Pd on C, wet, Degussa (176.6 mg, 0.1659 mmol) was added methanol (10 mL). The reaction was hydrogenated (balloon pressure) for 2 h before the catalyst was filtered off and the filtrate concentrated in vacuo yielding 2-methyl-1-phenyl-1H-imidazol-5-amine as a yellow oil that is immediately used in next step without further purification. MS (ES+) 174.4.

Workup

  1. customfor 2 h
  2. filtrationwas filtered off
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-93110fc8f3d24c07add47d193a142c9c
Source dataset
uspto-grants-2015_02
Patent number
US08957078B2

Reaction notes

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