2-Methyl-8-nitroquinoline → 2-Methyl-8-aminoquinoline

HRID 513375

Reaction equation

HRID 513375 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([N+:12]([O-])=O)[CH:6]=[CH:7][CH:8]=2)[N:3]=1>[Pd].CCO.CO>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([NH2:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 1

HCID 134332-Methyl-8-nitroquinoline

Product 1

HCID 1404572-Methyl-8-aminoquinolineYield 99.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Palladium on carbon (10%, 50 mg) was added to a solution of 2-methyl-8-nitroquinoline (500 mg, 2.66 mmol) in EtOH (40 ml) and the mixture was stirred under an atmosphere of hydrogen for 2 h. The mixture was diluted with MeOH (40 ml), filtered through celite and the filtrate was concentrated in vacuo to give the title compound (417 mg, 99%).

Workup

  1. filtrationfiltered through celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f45c7a9960aa43a4b59b1fb9b3311a85
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Linked notes

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