Methyl iodide → HCID 69007762, compound

HRID 2102395Notes

Reaction equation

HRID 2102395 reaction equation
[Br:1][C:2]1[C:3]([F:12])=[C:4]2[N:11]=[CH:10][NH:9][C:5]2=[N:6][C:7]=1[CH3:8].IC.[C:15]([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[C:3]([F:12])=[C:4]2[N:11]=[CH:10][N:9]([CH3:15])[C:5]2=[N:6][C:7]=1[CH3:8]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178432417HCID 178432417, compound

Product 1

HCID 69007762HCID 69007762, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of 6-bromo-7-fluoro-5-methyl-3H-imidazo[4,5-b]pyridine (1.00 equivalent) in DMF is added iodomethane (1.20 equivalents) and K2CO3 (1.50 equivalents) at room temperature. The resulting mixture is stirred at 75° C. for 1 hour. The reaction mixture is diluted with EtOAc and washed with water and brine. The organic layer is dried over MgSO4, filtered, and concentrated in vacuo to give the crude material that is purified by trituration or flash column chromatography to afford the desired product.

Workup

  1. washwashed with water and brine
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto give the crude material that
  6. customis purified by trituration or flash column chromatography

Sources & evidence

ORD record
ord-ef20a5cccc7945649accbb2ae624a153
Source dataset
uspto-grants-2009_08
Patent number
US07576072B2

Reaction notes

Loading…