4-Isobutyl-3-nitro quinoline → 4-Isobutyl 3-amino quinoline

HRID 860777Notes

Reaction equation

HRID 860777 reaction equation
[CH2:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][C:6]=1[N+:15]([O-])=O)[CH:2]([CH3:4])[CH3:3]>C1(C)C=CC=CC=1.[Pd]>[CH2:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][C:6]=1[NH2:15])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 225904984-Isobutyl-3-nitro quinoline

Product 1

HCID 225904974-Isobutyl 3-amino quinoline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

The nitroxide group on the 4-isobutyl-3-nitro quinoline produced in Example 1 is reduced by catalytic reduction using toluene as solvent, Pd/C 5% (50% wet) as catalyst, at 40–45° C. and atmospheric pressure to produce 4-isobutyl 3-amino quinoline. The rate of reaction depends on efficiency of stirring. After catalyst filtration the solution is ready for the next step.

Sources & evidence

ORD record
ord-acf0311e9ec74f24b6324c429316e144
Source dataset
uspto-grants-2006_12
Patent number
US07153967B2

Reaction notes

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