HCID 67322174, compound → HCID 67322032, compound

HRID 1846633Notes

Reaction equation

HRID 1846633 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:10][CH2:9]2)=[C:4]([N+:22]([O-])=O)[CH:3]=1>C(#N)C.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:12][CH2:13]2)=[C:4]([NH2:22])[CH:3]=1

Participants

4

Reactant 1

HCID 67322174HCID 67322174, compound

Product 1

HCID 67322032HCID 67322032, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6342AcetonitrileSolvent

Procedure

To a solution of 0.351 g (1.00 mmol) of 1-(4-chloro-2-nitro-phenyl)-4-(2-piperidin-1-yl-ethyl)-piperidine dissolved in acetonitrile (5 mL) is added 0.010 g (0.01 mmol) of 10% palladium on carbon. The mixture is placed under an atmosphere of hydrogen and stirred at room temperature for 2 hours. The mixture is concentrated under reduced pressure to provide 0.322 g (quant.) of 5-chloro-2-[4-(2-piperidin-1-yl-ethyl)-piperidin-1-yl]-phenylamine.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-45cf973df0604b3e9b667c0f5ad2450e
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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