Hydrochloric Acid → 1-Ethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

HRID 1361894Notes

Reaction equation

HRID 1361894 reaction equation
[CH2:1]([N:3]1[CH:8]=[C:7]([C:9]([O:11]C)=[O:10])[CH:6]=[CH:5][C:4]1=[O:13])[CH3:2].O.[OH-].[Li+].Cl>O.CO>[CH2:1]([N:3]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[CH:5][C:4]1=[O:13])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 12633571HCID 12633571, compound

Product 1

HCID 99896011-Ethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acidYield 65%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 1-ethyl-2-oxo-1,2-dihydropyridine-5-carboxylate (375 mg, 2.07 mmol) obtained in Step 4 was dissolved in a mixed solvent (1:1) (20 mL) of water and methanol, and lithium hydroxide monohydrate (191 mg, 4.55 mmol) was added thereto, followed by stirring at room temperature for 1 hour. The reaction mixture was neutralized with 3 mol/L hydrochloric acid added thereto, and the precipitated solid was collected by filtration to afford the entitled Compound u (224 mg, 65%).

Workup

  1. additionwas added
  2. additionadded
  3. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-18d1673eec854dfd9e835847cc38f161
Source dataset
uspto-grants-2011_02
Patent number
US07880013B2

Reaction notes

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