Methanol → 1,6-dihydro-1-methoxy-6-oxo-3-Pyridinecarboxylic acid

HRID 509380Notes

Reaction equation

HRID 509380 reaction equation
[CH3:1][O:2][N:3]1[C:8](=[O:9])[CH:7]=[CH:6][C:5]([C:10]([O:12]C)=[O:11])=[CH:4]1.C[Si](C)(C)[O-].[K+].CO>C1COCC1>[CH3:1][O:2][N:3]1[C:8](=[O:9])[CH:7]=[CH:6][C:5]([C:10]([OH:12])=[O:11])=[CH:4]1

Participants

5

Reactant 3

HCID 887MethanolHCID 23668039Potassium trimethylsilanolateHCID 45091314HCID 45091314, compound

Product 1

HCID 218858421,6-dihydro-1-methoxy-6-oxo-3-Pyridinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 1-methoxy-6-oxo-1,6-dihydropyridine-3-carboxylate (64 mg, 0.349 mmol) and potassium trimethylsilanolate (90 mg, 0.699 mmol) in THF (6 mL) was stirred at 23° C. for 20 min. MeOH (5 mL) was added, and the mixture was filtered. The filtrate was concentrated affording 1-methoxy-6-oxo-1,6-dihydropyridine-3-carboxylic acid as a white solid.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-37c3889d5638493fab5c157daec8dfac
Source dataset
uspto-grants-2015_08
Patent number
US09096527B2

Reaction notes

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