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

HRID 2244621Notes

Reaction equation

HRID 2244621 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-8fed1637ad2c4ac682ff19acfd8a4e98
Source dataset
uspto-grants-2010_03
Patent number
US07678820B2

Reaction notes

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