Methyl iodide → 2-[(1S)-1-(2,3-dimethylphenyl)ethyl]-1-methyl-1h-imidazole

HRID 734456Notes

Reaction equation

HRID 734456 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C@@H:9]([C:11]1[NH:12][CH:13]=[CH:14][N:15]=1)[CH3:10].[C:16](=O)([O-])[O-].[Cs+].[Cs+].IC>CC(C)=O>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C@@H:9]([C:11]1[N:15]([CH3:16])[CH:14]=[CH:13][N:12]=1)[CH3:10]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 24738933Demiditraz

Product 1

HCID 577184342-[(1S)-1-(2,3-dimethylphenyl)ethyl]-1-methyl-1h-imidazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of the compound of Example 58 (100 mg, 0.5 mmol) and caesium carbonate (407 mg, 1.25 mmol) in acetone (4 ml) was added iodomethane (78 μl, 1.25 mmol). The reaction mixture was stirred at room temperature, under nitrogen, for 4 h and then concentrated in vacuo. to the residue was added water (10 ml) and the solution was extracted with ethyl acetate (2×10 ml). The combined extracts were dried (MgSO4) and concentrated in vacuo.

Workup

  1. concentrationconcentrated in vacuo
  2. additionto the residue was added water (10 ml)
  3. extractionthe solution was extracted with ethyl acetate (2×10 ml)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a3b6ce2ff2d74c50af7512f81d87060d
Source dataset
uspto-grants-2009_09
Patent number
US07592362B2

Reaction notes

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