HCID 12471526, compound → HCID 14986024, compound

HRID 2051482Notes

Reaction equation

HRID 2051482 reaction equation
[N+:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N+:7]([O-])=[CH:6][C:5]=1[N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)([O-])=O>CO.O1CCCC1.[Ni]>[NH2:1][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][C:5]=1[N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 1

HCID 12471526HCID 12471526, compound

Product 1

HCID 14986024HCID 14986024, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The 4-nitro-3-piperidinoquinoline-N-oxide (4 g, 0.015 mol) was dissolved in a mixed solvent of methanol and tetrahydrofuran (50 ml) and subjected to catalytic reduction in the presence of purified Raney nickel (2 ml). Upon isolation and purification by chromatography on an alumina column (developing solvent: CHCl3), 4-amino-3-piperidinoquinoline was obtained in an amount of 2.1 g (yield, 63%).

Workup

  1. customUpon isolation and purification by chromatography on an alumina column (developing solvent: CHCl3)

Sources & evidence

ORD record
ord-4391a8d33fb44356b94cc692a9376c38
Source dataset
uspto-grants-1991_05
Patent number
US05019574

Reaction notes

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