HCID 178526878, compound → 3-amino-2-hydroxy-1H-pyridin-4-one

HRID 1055993

Reaction equation

HRID 1055993 reaction equation
[N+:1]([C:4]1[C:5]([OH:11])=[N:6][CH:7]=[CH:8][C:9]=1[OH:10])([O-])=O>[Pd].CCOC(C)=O>[NH2:1][C:4]1[C:5]([OH:11])=[N:6][CH:7]=[CH:8][C:9]=1[OH:10]

Participants

4

Reactant 1

HCID 178526878HCID 178526878, compound

Product 1

HCID 1785080833-amino-2-hydroxy-1H-pyridin-4-oneYield 44%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3-nitropyridine-2,4-diol (1.63 g, 10.44 mmol, Alfa Aesar, Ward Hills, Mass.) and palladium on carbon (10%, wet; 1.2 g, 10 mmol) in EtOAc (52.2 ml) was stirred at RT under H2 (50 psi) for 22 h. The mixture was filtered through a pad of Celite and was washed with MeOH to give 3-aminopyridine-2,4-diol (179b, 44% yield) as a brown, amorphous solid. MS (ESI, pos. ion) m/z: 127.2 (M+1).

Workup

  1. filtrationThe mixture was filtered through a pad of Celite
  2. washwas washed with MeOH

Sources & evidence

ORD record
ord-92cadf7e70b5450a9cbd099839155782
Source dataset
uspto-grants-2016_07
Patent number
US09394297B2

Linked notes

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