Water → HCID 67495467, compound

HRID 1183202Notes

Reaction equation

HRID 1183202 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:15][CH2:14]3)[NH:11][CH:12]=2)=[CH:4][CH:3]=1.[C:16](=O)([O-])[O-].[Cs+].[Cs+].IC.O>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:15][CH2:14]3)[N:11]([CH3:16])[CH:12]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 178419348HCID 178419348, compound

Product 1

HCID 67495467HCID 67495467, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(4-bromophenyl)-2-cyclopropyl-1H-imidazole (2.43 g, 9.23 mmol) and cesium carbonate (6.02 g, 18.47 mmol) in THF (30 mL) was added iodomethane (1.27 mL, 20.31 mmol). The reaction was stirred at rt for 19 hours. Water was added and the mixture was extracted with ethyl acetate. The organics were dried (MgSO4) and concentrated to afford the title compound which was used without further purification. LCMS: [M+1]+=277.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe organics were dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-9d97d0eb6ef44ae8a984a374edca092e
Source dataset
uspto-grants-2014_03
Patent number
US08664253B2

Reaction notes

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