3,7-Dibenzyl-3,7-diazabicyclo[3.3.1]nonane → 3-Benzyl-3,7-diazabicyclo[3.3.1]nonane

HRID 1596432

Reaction equation

HRID 1596432 reaction equation
[CH2:1]([N:8]1[CH2:15][CH:14]2[CH2:16][CH:10]([CH2:11][N:12](CC3C=CC=CC=3)[CH2:13]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCO.[Pd]>[CH2:1]([N:8]1[CH2:9][CH:10]2[CH2:16][CH:14]([CH2:13][NH:12][CH2:11]2)[CH2:15]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 473413,7-Dibenzyl-3,7-diazabicyclo[3.3.1]nonane

Product 1

HCID 130594823-Benzyl-3,7-diazabicyclo[3.3.1]nonane

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

3,7-Dibenzyl-3,7-diazabicyclo[3.3.1]nonane (1.97 g; 6.4 mmol; from step (a) above) was dissolved in EtOH (95%) and hydrogenated over 5% Pd/C at 1 atm. until tlc indicated that the reaction was complete. The catalyst was removed by filtration through a pad of celite and the residue was concentrated under reduced pressure to give the title compound in a quantitative yield.

Workup

  1. customThe catalyst was removed by filtration through a pad of celite
  2. concentrationthe residue was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8850405cfb6b47c9aa35a303e49512b9
Source dataset
uspto-grants-2001_09
Patent number
US06291475B1

Linked notes

Loading…