3-Benzyloxy-4-methoxypicolinic acid → 3-Hydroxy-4-methoxypyridine-2-carboxylic acid

HRID 350651

Reaction equation

HRID 350651 reaction equation
C([O:8][C:9]1[C:10]([C:17]([OH:19])=[O:18])=[N:11][CH:12]=[CH:13][C:14]=1[O:15][CH3:16])C1C=CC=CC=1>C(O)C.[C].[Pd]>[OH:8][C:9]1[C:10]([C:17]([OH:19])=[O:18])=[N:11][CH:12]=[CH:13][C:14]=1[O:15][CH3:16]

Participants

4

Reactant 1

HCID 199602893-Benzyloxy-4-methoxypicolinic acid

Product 1

HCID 110411213-Hydroxy-4-methoxypyridine-2-carboxylic acidYield 81.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

3-Benzyloxy-4-methoxypicolinic acid (5.3 g) was suspended in 25 ml of ethanol. 10% palladium-carbon (0.5 g) was added to the suspension. The mixture was then catalytically hydrogenated under atmospheric pressure for 30 min. The reaction solution was filtered under the reduced pressure. The filtrate was concentrated under the reduced pressure to give 2.8 g (yield 81.6%) of the title compound as colorless powder.

Workup

  1. filtrationThe reaction solution was filtered under the reduced pressure
  2. concentrationThe filtrate was concentrated under the reduced pressure

Sources & evidence

ORD record
ord-fdccc608141d4e1c8f6a5004e9b1d6cb
Source dataset
uspto-grants-2007_02
Patent number
US07183278B1

Linked notes

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