Pyrazinamide → HCID 14877963, compound

HRID 1199635Notes

Reaction equation

HRID 1199635 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([NH2:9])=[O:8].[H][H].C(O)C.[C:15]([OH:18])(=[O:17])[CH3:16]>[Pt]=O>[C:15]([OH:18])(=[O:17])[CH3:16].[C:15]([OH:18])(=[O:17])[CH3:16].[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH:2]1[C:7]([NH2:9])=[O:8]

Participants

5

Reactant 3

HCID 1046PyrazinamideHCID 18476134Acetic acid ethanolHCID 178418361HCID 178418361, compound

Product 1

HCID 14877963HCID 14877963, compound

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

One hundred twenty-five grams of pyrazinamide were hydrogenated in the presence of 2.5 L of 6:1 ethanol/acetic acid and 62.6 g of platinum oxide at 60 psi and 60° C. After hydrogen uptake ceased, the reaction mixture was filtered through a Celite® pad and concentrated in vacuo. Trituration with ethyl acetate afforded 219.57 g of the desired subtitle intermediate, m.p. 90-92° C.

Workup

  1. filtrationthe reaction mixture was filtered through a Celite® pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-96252fbb7b3f4a12ba5e77722c9778a7
Source dataset
uspto-grants-1990_02
Patent number
US04902687

Reaction notes

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