Sodium Bicarbonate → HCID 67352409, compound

HRID 1993716Notes

Reaction equation

HRID 1993716 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([O:10]C)=[CH:6][N:5]2[CH:12]=1.Br.[NH+]1C=CC=CC=1.C(=O)(O)[O-].[Na+]>O>[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][N:5]2[CH:12]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 21226041Pyridinium hydrobromideHCID 55264501HCID 55264501, compound

Product 1

HCID 67352409HCID 67352409, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture composed of 1.92 g (11 mM) of 2-methyl-6-methoxyimidazo[1,2-α]pyridine and of 7.26 g (45 mM) of pyridinium hydrobromide is heated to melting point for 8 hours. The mixture is then cooled and water is added thereto. The aqueous phase is brought to a basic pH with sodium bicarbonate and extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The desired product is thus obtained in the form of a beige solid with a yield of 30%.

Workup

  1. temperatureis heated
  2. customfor 8 hours
  3. temperatureThe mixture is then cooled
  4. extractionextracted with ethyl acetate
  5. washThe organic phase is washed with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0123f6a5dbd3455f9edacc0f7bd0daf2
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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