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

HRID 2089277

Reaction equation

HRID 2089277 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-55df8f0d24af4ea2ae610eaa447e4f66
Source dataset
uspto-grants-2013_05
Patent number
US08436034B2

Linked notes

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