4-(3-Hydroxypropylamino)-3-nitropyridine → 3-Amino-4-(3-hydroxypropylamino)pyridine

HRID 22495Notes

Reaction equation

HRID 22495 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[N+:12]([O-])=O>C(O)C.[Ni]>[NH2:12][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][C:6]=1[NH:5][CH2:4][CH2:3][CH2:2][OH:1]

Participants

4

Reactant 1

HCID 5923304-(3-Hydroxypropylamino)-3-nitropyridine

Product 1

HCID 190429283-Amino-4-(3-hydroxypropylamino)pyridine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

4-(3-Hydroxypropylamino)-3-nitropyridine (4.12 g, 20.9 mmol) was dissolved in ethanol (130 ml) and Raney nickel (411 mg, 7.0 mmol) added. The stirred mixture was hydrogenated for 3 days. The catalyst was removed by filtration under argon and the solvent removed under reduced pressure to give 3-amino-4-(3-hydroxypropylamino)pyridine as a brown oil which was used directly in the next step.

Workup

  1. customThe catalyst was removed by filtration under argon
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-4c30fde3bc5e4f7d969c58ff09cd5573
Source dataset
uspto-grants-1995_06
Patent number
US05428168

Reaction notes

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