2-Methoxy-5-nitroquinoline → 2-Methoxyquinolin-5-amine

HRID 2215388Notes

Reaction equation

HRID 2215388 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:13]([O-])=O)[N:4]=1.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:13][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[CH:11]=[CH:12][C:3]([O:2][CH3:1])=[N:4]2

Participants

5

Reactant 2

HCID 219488932-Methoxy-5-nitroquinolineHCID 178418361HCID 178418361, compound

Product 1

HCID 122830362-Methoxyquinolin-5-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

550 mg (2.7 mmol) of 2-methoxy-5-nitroquinoline is stirred in 15 ml of ethyl acetate in the presence of 138 mg of 10% Pd—C for 5 hours in a hydrogen atmosphere. The batch is filtered, and the filtrate is concentrated by evaporation: 520 mg of a light yellow oil.

Workup

  1. filtrationThe batch is filtered
  2. concentrationthe filtrate is concentrated by evaporation

Sources & evidence

ORD record
ord-bce945398e234458a0bc427c6ba96566
Source dataset
uspto-grants-2006_09
Patent number
US07109212B2

Reaction notes

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