Hydrochloric Acid → Imidazo[1,2-a]pyridine-7-carboxylic acid

HRID 1593389Notes

Reaction equation

HRID 1593389 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][C:7]([C:10]([O:12]C)=[O:11])=[CH:6][C:5]=12.[OH-].[Na+].Cl>CO>[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][C:7]([C:10]([OH:12])=[O:11])=[CH:6][C:5]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15096964Methyl imidazo(1,2-a)pyridine-7-carboxylate

Product 1

HCID 18364844Imidazo[1,2-a]pyridine-7-carboxylic acidYield 66.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 10 ml of methanol was dissolved 866 mg of methyl imidazo[1,2-a]pyridine-7-carboxylate, and then 5 ml of a 1M sodium hydroxide aqueous solution was added thereto, followed by stirring overnight. Then, 5 ml of 1M hydrochloric acid was added thereto and the solvent was removed by evaporation. A small amount of water, ethanol, and methanol were added thereto and crystals were collected by filtration to obtain 530 mg of the title compound.

Workup

  1. customthe solvent was removed by evaporation
  2. additionA small amount of water, ethanol, and methanol were added
  3. filtrationcrystals were collected by filtration

Sources & evidence

ORD record
ord-b2f3bdae032f4ebd9f5e786a6f19099d
Source dataset
uspto-grants-2007_11
Patent number
US07297698B2

Reaction notes

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