HCID 21405271, compound → HCID 53905850, compound

HRID 1887701Notes

Reaction equation

HRID 1887701 reaction equation
[CH3:1][NH:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[N+:10]([O-])=O.[H][H]>CO.[Pd]>[NH2:10][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][C:4]=1[C:3]([NH:2][CH3:1])=[O:13]

Participants

5

Reactant 2

HCID 21405271HCID 21405271, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 53905850HCID 53905850, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To N-methyl-3-nitroisonicotinamide (0.878 g) in methanol (50 mL) was added Pd/C (10% Pd in carbon, 100 mg, 11 wt %) under argon. A hydrogen balloon was used as the hydrogen source. The reaction was stirred at room temperature overnight. The mixture was filtered through celite and the celite pad was washed several times. The methanol phase was combined, concentrated and the crude was purified by silica gel chromatography to obtain the desired product (quantitative yield).

Workup

  1. filtrationThe mixture was filtered through celite
  2. washthe celite pad was washed several times
  3. concentrationconcentrated
  4. customthe crude was purified by silica gel chromatography

Sources & evidence

ORD record
ord-47166eec38ec49a8a1423ac9fcf42bbb
Source dataset
uspto-grants-2013_08
Patent number
US08501763B2

Reaction notes

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