Hydrochloric Acid → 7-(2-Methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid

HRID 1095694Notes

Reaction equation

HRID 1095694 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][N:9]2[C:12]([C:15]([O:17]CC)=[O:16])=[CH:13][N:14]=[C:8]2[CH:7]=1.[OH-].[Li+].Cl>C1COCC1.CCO>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][N:9]2[C:12]([C:15]([OH:17])=[O:16])=[CH:13][N:14]=[C:8]2[CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66782057Ethyl 7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylate

Product 1

HCID 667820257-(2-Methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

To ethyl 7-(2-methoxyethoxy)imidazo[1,2-a]pyridine-3-carboxylate (5.01 g, 19.0 mmol) in THF/EtOH (32/6 mL) was added lithium hydroxide (37.9 ml, 37.9 mmol), and the reaction was stirred overnight. HCl (57 mmol, 2M in ether) was added to the mixture, followed by concentration to give the desired product.

Workup

  1. concentrationfollowed by concentration

Sources & evidence

ORD record
ord-e8e0a21380e44f10adf5fea77d2224a8
Source dataset
uspto-grants-2012_03
Patent number
US08138181B2

Reaction notes

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