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

HRID 361852Notes

Reaction equation

HRID 361852 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH2:25][CH3:26])[C:15]2[C:20]([NH:21][CH2:22][CH2:23][CH3:24])=[CH:19][CH:18]=[CH:17][N:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:25]([N:14]([CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:15]1[C:20]([NH:21][CH2:22][CH2:23][CH3:24])=[CH:19][CH:18]=[CH:17][N:16]=1)[CH3:26]

Participants

5

Reactant 2

HCID 675767231-Benzyl-4-[N-ethyl-N-(3-propylamino-2-pyridinyl)amino]piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 108253984-[N-ethyl-N-(3-propylamino-2-pyridinyl)amino]piperidine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

1-Benzyl-4-[N-ethyl-N-(3-propylamino-2-pyridinyl)amino]piperidine (EXAMPLE 191, 4.34 g, 12.3 mmol) and palladium hydroxide on carbon (2.0 g) in 50 ml ethanol is hydrogenated at 40 p.s.i. hydrogen for 40 hr. Filtration and removal of the solvent gives the title compound, NMR (400 MHz, CDCl3) 7.72, 6.95, 6.83, 3.72, 3.42, 3.09, 2.87, 2.00, 1.66, 1.24, 1.00 and 0.87δ.

Workup

  1. filtrationFiltration and removal of the solvent

Sources & evidence

ORD record
ord-cc6f629da7a14fefb33ddcb47bf6452b
Source dataset
uspto-grants-1999_02
Patent number
US05866589

Reaction notes

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