Sodium Hydroxide → 1,5-Dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

HRID 1487272Notes

Reaction equation

HRID 1487272 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8](=[O:12])[N:7]([CH3:13])[CH:6]=1)=[O:4].[OH-].[Na+]>CO>[CH3:13][N:7]1[C:8](=[O:12])[C:9]([CH3:11])=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 117889483Methyl 1,5-dimethyl-6-oxopyridine-3-carboxylate

Product 1

HCID 218859251,5-Dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

1,5-Dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid methyl ester C-1 (2.60 g; 14.35 mmol) is suspended in MeOH. Sodium hydroxide (1 M solution, 45 ml; 45.00 mmol) is added and the reaction mixture is heated up to 100° C. (Drysyn, reflux) for 2 h. MeOH is removed under reduced pressure and 1N HCl (46 ml) is added to the solution, precipitation occurs. The precipitate is filtered off and dried under reduced pressure.

Workup

  1. temperature(Drysyn, reflux) for 2 h
  2. customMeOH is removed under reduced pressure and 1N HCl (46 ml)
  3. additionis added to the solution, precipitation
  4. filtrationThe precipitate is filtered off
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-0c64059cd1764151813a7a7f79d8bb53
Source dataset
uspto-grants-2016_08
Patent number
US09428515B2

Reaction notes

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