Lithium Hydroxide → 1-(3-Fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid

HRID 711279Notes

Reaction equation

HRID 711279 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16]C)=[O:15])=[CH:10][C:9]2=[O:18])[CH:5]=[CH:6][CH:7]=1.[Li+].[OH-]>O.CO>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][C:9]2=[O:18])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 68083398HCID 68083398, compound

Product 1

HCID 680798531-(3-Fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 1-(3-fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylate 89-2 (50 mg, 0.202 mmol) in water (0.5 mL) and methanol (0.5 mL) was added LiOH (20 mg, 0.835 mmol). After stirring at room temperature for 30 minutes, the mixture was concentrated with rotavap and the residue extracted with ethyl acetate, which was then evaporated to give crude 1-(3-fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid 89-3.

Workup

  1. concentrationthe mixture was concentrated with rotavap
  2. extractionthe residue extracted with ethyl acetate, which
  3. customwas then evaporated

Sources & evidence

ORD record
ord-5e497a2d71234e5a85617351badacf58
Source dataset
uspto-grants-2015_11
Patent number
US09181235B2

Reaction notes

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