Sodium Hydroxide → 6-(2-Methylimidazo[4,5-c]pyrid-1-yl)pyridine-3-carboxylic acid

HRID 1886192Notes

Reaction equation

HRID 1886192 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[C:20]3[CH:19]=[CH:18][N:17]=[CH:16][C:15]=3[N:14]=[C:13]2[CH3:21])=[N:10][CH:11]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH3:21][C:13]1[N:12]([C:9]2[N:10]=[CH:11][C:6]([C:4]([OH:5])=[O:3])=[CH:7][CH:8]=2)[C:20]2[CH:19]=[CH:18][N:17]=[CH:16][C:15]=2[N:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 198771831-(5-Ethoxycarbonylpyrid-2-yl)-2-methylimidazo[4,5-c]pyridine

Product 1

HCID 198771866-(2-Methylimidazo[4,5-c]pyrid-1-yl)pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(5-Ethoxycarbonylpyrid-2-yl)-2-methylimidazo[4,5-c]pyridine (2.75 g, 9.75 mmol) was dissolved in ethanol (15 ml) and 2N aqueous sodium hydroxide (5.8 ml) was added. The mixture was stirred for 3 days at room temperature and then the solvent was removed under reduced pressure. The residue was neutralised (pH6) with dilute hydrochloric acid, and the resulting precipitate was filtered off and dried in vacuo. The title compound was obtained as a white solid (1.70 g, 69%).

Workup

  1. customthe solvent was removed under reduced pressure
  2. filtrationthe resulting precipitate was filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-c60c8903ce1d4997886f24031f5ed39d
Source dataset
uspto-grants-1992_09
Patent number
US05149814

Reaction notes

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