Sodium Hydroxide → 2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylic acid

HRID 12426Notes

Reaction equation

HRID 12426 reaction equation
[OH-].[Na+].[C:3]1([C:9]2[N:10]=[CH:11][N:12]([C:14]3[C:19]([C:20]([O:22]CC)=[O:21])=[CH:18][CH:17]=[CH:16][N:15]=3)[CH:13]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([C:9]2[N:10]=[CH:11][N:12]([C:14]3[C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=[CH:16][N:15]=3)[CH:13]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66720067Ethyl 2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylate

Product 1

HCID 667200892-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylic acidYield 71.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

15 m of a 2N NaOH solution were added to a solution of 2.0 g of ethyl 2-(4-phenyl-1H-imidazol-1-yl)pyridine-3-carboxylate (6.82 mmol) in 30 ml of methanol, and the mixture was then stirred at room temperature for 2 hours. The reaction mixture was subsequently evaporated to dryness, mixed with 10 ml of H2O and neutralized by adding 2N HCl. Filtration with suction and drying the precipitate formed resulted in 1.3 g of the acid as brown amorphous solid.

Workup

  1. customThe reaction mixture was subsequently evaporated to dryness
  2. additionmixed with 10 ml of H2O
  3. additionby adding 2N HCl
  4. filtrationFiltration with suction
  5. customdrying the precipitate
  6. customformed

Sources & evidence

ORD record
ord-99393151c1744845bf4cf1d3a6c2e56e
Source dataset
uspto-grants-2010_06
Patent number
US07728012B2

Reaction notes

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