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

HRID 2280956Notes

Reaction equation

HRID 2280956 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-cbcf57c508ed47a2bdff049df4a83680
Source dataset
uspto-grants-2015_09
Patent number
US09139557B2

Reaction notes

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