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

HRID 704624Notes

Reaction equation

HRID 704624 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]2[CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[N:11]=[C:5]2[CH:4]=1)[CH3:2].[OH-].[Na+].Cl>C(O)C.O>[CH2:1]([C:3]1[CH:8]=[CH:7][N:6]2[CH:9]=[C:10]([C:12]([OH:14])=[O:13])[N:11]=[C:5]2[CH:4]=1)[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20072849Ethyl 7-ethylimidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 200728887-Ethylimidazo[1,2-a]pyridine-2-carboxylic acidYield 80.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of ethyl 7-ethylimidazo[1,2-a]pyridine-2-carboxylate (1.1 g) in ethanol (6 ml) and water (6 ml) was added sodium hydroxide (806 mg) at ambient temperature, and the mixture was stirred for 1 hour. The reaction mixture was adjusted to pH 3.0 with conc. hydrochloric acid. After evaporation of ehtanol, the residual crystal was collected, washed with cold water and dried to give 7-ethylimidazo[1,2-a]pyridine-2-carboxylic acid (0.77 g).

Workup

  1. customAfter evaporation of ehtanol
  2. customthe residual crystal was collected
  3. washwashed with cold water
  4. customdried

Sources & evidence

ORD record
ord-e3fb026b032143f79276c94ba1879839
Source dataset
uspto-grants-1991_01
Patent number
US04988698

Reaction notes

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