Sodium Bicarbonate → 5-Bromoimidazo(1,2-a)pyridine

HRID 751487Notes

Reaction equation

HRID 751487 reaction equation
C(=O)(O)[O-].[Na+].Br.[Br:7][C:8]1[N:13]2[CH:14]=[CH:15][N:16]=[C:12]2[CH:11]=[CH:10][CH:9]=1>C(OCC)(=O)C>[Br:7][C:8]1[N:13]2[CH:14]=[CH:15][N:16]=[C:12]2[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 179854305-Bromoimidazo[1,2-a]pyridine hydrobromide

Product 1

HCID 130372415-Bromoimidazo(1,2-a)pyridineYield 104.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Add saturated sodium bicarbonate (300 ml) to a suspension of 5-bromoimidazo[1,2-a]pyridine hydrobromide (13.0 g, 46.96 mmol) in ethyl acetate. Separate the organic layer, wash with saturated sodium bicarbonate, dry over magnesium sulfate, and concentrate under reduced pressure to give 9.7 g (100%) of the title compound as a white solid.

Workup

  1. customSeparate the organic layer
  2. washwash with saturated sodium bicarbonate
  3. dry with materialdry over magnesium sulfate
  4. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-a6a788d0654a475fb16e6787943c0df5
Source dataset
uspto-grants-2008_07
Patent number
US07405305B2

Reaction notes

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