HCID 15239998, compound → Methyl 6-acetamido-3-hydroxypyridine-2-carboxylate

HRID 1653650Notes

Reaction equation

HRID 1653650 reaction equation
[C:1]([NH:4][C:5]1[N:10]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[C:8]([O:15]CC2C=CC=CC=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>[C].[Pd].CO>[C:1]([NH:4][C:5]1[N:10]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[C:8]([OH:15])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 15239998HCID 15239998, compound

Product 1

HCID 15239999Methyl 6-acetamido-3-hydroxypyridine-2-carboxylateYield 79%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1.57 g (4.7 mmol) of the obtained methyl 6-acetylamino-3-benzyloxypicolinate and 0.2 g of 10% palladium carbon were added to 100 ml of methanol, and the mixture was hydrogenated under atmospheric pressure. After completion of the reaction, the reaction mixture was filtered and concentrated to obtain crystals, which were washed with diisopropyl ether to obtain methyl 6-acetylamino-3-hydroxypicolinate.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. concentrationconcentrated
  4. customto obtain crystals, which
  5. washwere washed with diisopropyl ether

Sources & evidence

ORD record
ord-ff880b15dc5741278e5ca041bd4f37f1
Source dataset
uspto-grants-1995_04
Patent number
US05403816

Reaction notes

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