1-Benzyl-4-[N-ethyl-N-(3-ethylamino-2-pyridinyl)amino]methylpiperidine → 4-[N-ethyl-N-(3-ethylamino-2-pyridinyl)aminomethyl]piperidine

HRID 361848Notes

Reaction equation

HRID 361848 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]([CH2:25][CH3:26])[C:16]2[C:21]([NH:22][CH2:23][CH3:24])=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:25]([N:15]([CH2:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:16]1[C:21]([NH:22][CH2:23][CH3:24])=[CH:20][CH:19]=[CH:18][N:17]=1)[CH3:26]

Participants

5

Reactant 2

HCID 543163461-Benzyl-4-[N-ethyl-N-(3-ethylamino-2-pyridinyl)amino]methylpiperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 542336454-[N-ethyl-N-(3-ethylamino-2-pyridinyl)aminomethyl]piperidine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[N-ethyl-N-(3-ethylamino-2-pyridinyl)amino]methylpiperidine (EXAMPLE 187, 2.38 g, 6.75 mmol) and palladium hydroxide on carbon (1.5 g) in 100 ml ethanol is hydrogenated under 40 p.s.i. hydrogen for 42 hr. Filtration and evaporation of the solvent gives 4-[N-ethyl-N-(3-ethylamino-2-pyridinyl)aminomethyl]piperidine.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-f92cc590df4d443db55912ac8ec76e27
Source dataset
uspto-grants-1999_02
Patent number
US05866589

Reaction notes

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