HCID 59172056, compound → HCID 59172064, compound

HRID 1946855Notes

Reaction equation

HRID 1946855 reaction equation
C([N:8]1[CH:14]2[CH2:15][CH2:16][CH2:17][CH:9]1[CH2:10][N:11]([C:18](=[O:21])[CH2:19][CH3:20])[CH2:12][CH2:13]2)C1C=CC=CC=1>CCO.[Pd]>[C:18]([N:11]1[CH2:12][CH2:13][CH:14]2[NH:8][CH:9]([CH2:17][CH2:16][CH2:15]2)[CH2:10]1)(=[O:21])[CH2:19][CH3:20]

Participants

4

Reactant 1

HCID 59172056HCID 59172056, compound

Product 1

HCID 59172064HCID 59172064, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution in EtOH (39 ml) of 10-benzyl-3-propionyl-3,10-diaza-bicyclo[4.3.1]decane obtained in Example 9 (2.40 g) was hydrogenated at 45 psi and at room temperature for 19 hours in the presence of Pd/C 10% (0.89 g). The mixture was filtered off on celite and the catalyst washed with EtOH. The solution was concentrated to obtain 1.60 g of a light oil corresponding to the compound 3-propionyl-3,10-diazabicy-clo[4.3.1]decane (10a).

Workup

  1. filtrationThe mixture was filtered off on celite
  2. washthe catalyst washed with EtOH
  3. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-9838d1a0776548cbbbfdbf8034a0f629
Source dataset
uspto-grants-2013_03
Patent number
US08399457B2

Reaction notes

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