HCID 118023690, compound → HCID 118023904, compound

HRID 2171806Notes

Reaction equation

HRID 2171806 reaction equation
C([N:8]1[CH2:13][CH:12]2[CH2:14][CH2:15][CH:9]1[C:10](=[O:16])[NH:11]2)C1C=CC=CC=1>CCO.[OH-].[OH-].[Pd+2]>[CH:12]12[CH2:14][CH2:15][CH:9]([NH:8][CH2:13]1)[C:10](=[O:16])[NH:11]2

Participants

4

Reactant 1

HCID 118023690HCID 118023690, compound

Product 1

HCID 118023904HCID 118023904, compoundYield 93.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of 5-benzyl-2,5-diazabicyclo[2.2.2]octan-3-one (400 mg) in EtOH (5 mL) was added 20% Pd(OH)2/C (65 mg), followed by stirring at room temperature overnight at normal pressure under a hydrogen atmosphere. The reaction mixture was filtered through Celite and then concentrated under reduced pressure to obtain 2,5-diazabicyclo[2.2.2]octan-3-one (219 mg).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4b12981053d3455bbdeb92175ade27e0
Source dataset
uspto-grants-2015_06
Patent number
US09051339B2

Reaction notes

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