Acetic Acid → HCID 67273365, compound

HRID 600633Notes

Reaction equation

HRID 600633 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[N:11]=2)[C:7]=1[CH3:8].[OH-].[Na+].C(O)(=O)C>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:9]=[C:10]([C:12]([OH:14])=[O:13])[N:11]=2)[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 66600637HCID 66600637, compound

Product 1

HCID 67273365HCID 67273365, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.283 g of ethyl 6-bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylate in 2 mL of ethanol is added 1 mL of 1 N sodium hydroxide. The reaction mixture is refluxed for 3 hours. After cooling, the reaction medium is acidified with acetic acid. The solid formed is filtered off, washed with water and then dried under vacuum to give 0.195 g of 6-bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylic acid in the form of a white solid.

Workup

  1. temperatureThe reaction mixture is refluxed for 3 hours
  2. temperatureAfter cooling
  3. customThe solid formed
  4. filtrationis filtered off
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-73ca14a05fd142edbf21c4cf939b0e66
Source dataset
uspto-grants-2011_03
Patent number
US07902219B2

Reaction notes

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