2-Ethoxy-5-nitroquinoline → 2-Ethoxyquinolin-5-amine

HRID 2215393Notes

Reaction equation

HRID 2215393 reaction equation
[CH2:1]([O:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[N+:14]([O-])=O)[N:5]=1)[CH3:2].[H][H]>C(OCC)(=O)C.[Pd]>[NH2:14][C:10]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:11]=1[CH:12]=[CH:13][C:4]([O:3][CH2:1][CH3:2])=[N:5]2

Participants

5

Reactant 2

HCID 219488302-Ethoxy-5-nitroquinolineHCID 178418361HCID 178418361, compound

Product 1

HCID 219488762-Ethoxyquinolin-5-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

860 mg (3.9 mmol) of 2-ethoxy-5-nitroquinoline is stirred in 25 ml of ethyl acetate in the presence of 235 mg of 10% Pd—C for 4.5 hours in a hydrogen atmosphere. The batch is filtered, and the filtrate is concentrated by evaporation: 720 mg of a light yellow oil.

Workup

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

Sources & evidence

ORD record
ord-8c558589d217439eb2db9453983f1de8
Source dataset
uspto-grants-2006_09
Patent number
US07109212B2

Reaction notes

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