N-(N-benzylpyrrolidin-3-yl)piperidine → 1-(Pyrrolidin-3-yl)piperidine

HRID 1916639Notes

Reaction equation

HRID 1916639 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[CH2:9]1)C1C=CC=CC=1>CO.[Pd].[OH-].[Pd+2].[OH-]>[NH:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]2)[CH2:9]1

Participants

5

Reactant 1

HCID 18002297N-(N-benzylpyrrolidin-3-yl)piperidine

Product 1

HCID 230096171-(Pyrrolidin-3-yl)piperidine

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

550 mg 10% Pd/C are added to a solution of 5.50 g (22.5 mmol) 1-(1-benzyl-pyrrolidin-3-yl)-piperidine in 200 mL MeOH. The reaction solution is stirred for 5 h at RT and 3 bar H2. 550 mg palladiumhydroxide are added and the reaction is stirred for a further 6 h at RT and 3 bar H2. The catalyst is suction filtered and the solvent is eliminated i.vac.

Workup

  1. stirringthe reaction is stirred for a further 6 h at RT
  2. filtrationfiltered

Sources & evidence

ORD record
ord-e0f3b9cc56dd4206b0929a8296f40fe3
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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