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

HRID 361858Notes

Reaction equation

HRID 361858 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:24][CH3:25])[C:15]2[C:20]([NH:21][CH2:22][CH3:23])=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[CH2:24]([N:14]([CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[C:15]1[C:20]([NH:21][CH2:22][CH3:23])=[CH:19][CH:18]=[CH:17][N:16]=1)[CH3:25]

Participants

4

Reactant 1

HCID 104972481-Benzyl-4-[N-ethyl-N-(3-(ethylamino)-2-pyridinyl)amino]piperidine

Product 1

HCID 107292464-[N-ethyl-N-(3-(ethylamino)-2-pyridinyl)amino]piperidine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[N-ethyl-N-(3-(ethylamino)-2-pyridinyl)amino]piperidine (EXAMPLE 205, 0.41 g, 1.2 mmol) is dissolved in 20 ml of ethanol and 0.20 g of palladium hydroxide is added. The reaction is placed on a Parr hydrogenator under 40 psi for 24 hrs. Then it is filtered through diatomaceous earth and concentrated under reduced pressure to give the title compound, NMR (300 MHz, CDCl3) 7.60, 6.80, 6.67, 4.53, 3.76, 3.76, 3.15-2.95, 2.56, 1.76, 1.54, 1.12 and 0.73δ.

Workup

  1. filtrationThen it is filtered through diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d9835ac6a15f487ab3745696857ef37e
Source dataset
uspto-grants-1999_02
Patent number
US05866589

Reaction notes

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