Sodium Hydroxide → 1-Isobutyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

HRID 552831Notes

Reaction equation

HRID 552831 reaction equation
[OH-].[Na+].[CH2:3]([N:7]1[CH:12]=[CH:11][C:10]([C:13]([O:15]C)=[O:14])=[CH:9][C:8]1=[O:17])[CH:4]([CH3:6])[CH3:5]>CO.C1COCC1>[CH2:3]([N:7]1[CH:12]=[CH:11][C:10]([C:13]([OH:15])=[O:14])=[CH:9][C:8]1=[O:17])[CH:4]([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59214340HCID 59214340, compound

Product 1

HCID 446005741-Isobutyl-2-oxo-1,2-dihydropyridine-4-carboxylic acidYield 81%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a mixed solution was added a 1M aqueous NaOH solution (4.1 ml) of methyl 1-isobutyl-2-oxo-1,2-dihydropyridine-4-carboxylate (430 mg) in CH3OH-THF (4 ml-3 ml). The solution was stirred at room temperature for 10 hours, and then concentrated under reduced pressure, and water (10 ml) was added, and subsequently 1M HCl was added thereto until pH becomes 3. The resulting solid was collected by filtration, washed with water, and dried under reduced pressure to obtain 1-isobutyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid (325 mg) as white powders.

Workup

  1. concentrationconcentrated under reduced pressure, and water (10 ml)
  2. additionwas added
  3. additionsubsequently 1M HCl was added
  4. filtrationThe resulting solid was collected by filtration
  5. washwashed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-49bedca764204f00ad7e975ca0a54334
Source dataset
uspto-grants-2011_05
Patent number
US07951825B2

Reaction notes

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