HCID 178418361, compound → 3-Amino-5-(trifluoromethyl)-1,2-dihydropyridin-2-one

HRID 884984Notes

Reaction equation

HRID 884984 reaction equation
[OH:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][N:3]=1.[H][H]>[Pd].CO>[NH2:8][C:7]1[C:2]([OH:1])=[N:3][CH:4]=[C:5]([C:11]([F:14])([F:12])[F:13])[CH:6]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178526653HCID 178526653, compound

Product 1

HCID 23157873-Amino-5-(trifluoromethyl)-1,2-dihydropyridin-2-oneYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3.13 g of 2-hydroxy-3-nitro-5-trifluoromethylpyridine, 40 ml of methanol and 0.85 g of 5% palladium on carbon was stirred under about one atmosphere of hydrogen at room temperature for two hours. The reaction mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure to give 2.66 g of 3-amino-2-hydroxy-5-trifluoromethylpyridine.

Workup

  1. filtrationThe reaction mixture was filtered through Celite™
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c5aa95dbbd68471cb46461c65ab3c1d7
Source dataset
uspto-grants-2012_08
Patent number
US08242133B2

Reaction notes

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