Methyl iodide → HCID 57840842, compound

HRID 733685Notes

Reaction equation

HRID 733685 reaction equation
[Br:1][C:2]1[C:7]2[CH:8]=[CH:9][NH:10][C:6]=2[C:5]([Br:11])=[CH:4][N:3]=1.IC.[C:14](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[C:7]2[CH:8]=[CH:9][N:10]([CH3:14])[C:6]=2[C:5]([Br:11])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 247294414,7-Dibromo-1H-pyrrolo[3,2-c]pyridine

Product 1

HCID 57840842HCID 57840842, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4,7-dibromo-1H-pyrrolo[3,2-c]pyridine (1.35 g), iodomethane (609 ul) and anhydrous potassium carbonate (1.35 g) in dry acetone (90 ml) was refluxed overnight. The mixture was evaporated and the residue added to ethyl acetate (60 ml) and water (60 ml). The organic layer was washed with water then brine, dried (MgSO4) and evaporated. Purification of the residue by chromatography on silica gel, eluting with dichloromethane, gave the title compound (0.99 g)

Workup

  1. temperaturewas refluxed overnight
  2. customThe mixture was evaporated
  3. additionthe residue added to ethyl acetate (60 ml) and water (60 ml)
  4. washThe organic layer was washed with water
  5. dry with materialbrine, dried (MgSO4)
  6. customevaporated
  7. customPurification of the residue by chromatography on silica gel
  8. washeluting with dichloromethane

Sources & evidence

ORD record
ord-3e339e066128492897a344712ee1f386
Source dataset
uspto-grants-2009_09
Patent number
US07589206B2

Reaction notes

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