1'-Benzyl-[1,3']bipyrrolidinyl → 1-(Pyrrolidin-3-yl)pyrrolidine

HRID 1916595Notes

Reaction equation

HRID 1916595 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH2:9]1)C1C=CC=CC=1>CO.[Pd].[OH-].[Pd+2].[OH-]>[N:13]1([CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 1

HCID 231459231'-Benzyl-[1,3']bipyrrolidinyl

Product 1

HCID 146273751-(Pyrrolidin-3-yl)pyrrolidine

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalyst2×HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

180 mg 10% Pd/C are added to a solution of 1.80 g (7.42 mmol) 1′-benzyl-[1,3′]bipyrrolidinyl in 80 mL MeOH. The reaction solution is stirred for 5 h at RT and at 3 bar H2. Another 180 mg 10% Pd/C are added and after 4 h 100 mg palladium hydroxide are added. The reaction is stirred for a further 6 h at RT and at 3 bar H2. The catalyst is suction filtered and the solvent is eliminated i.vac.

Workup

  1. additionare added
  2. stirringThe reaction is stirred for a further 6 h at RT and at 3 bar H2
  3. filtrationfiltered

Sources & evidence

ORD record
ord-01354f89aa964ca2955a783d701be38c
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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