HCID 51354609, compound → HCID 25068200, compound

HRID 905946Notes

Reaction equation

HRID 905946 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][C@@H:8]1[CH2:13][C@@H:12]([CH3:14])[CH2:11][N:10](CC2C=CC=CC=2)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>[OH-].[OH-].[Pd+2].CCO>[C:1]([O:5][C:6](=[O:22])[NH:7][C@@H:8]1[CH2:13][C@@H:12]([CH3:14])[CH2:11][NH:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 51354609HCID 51354609, compound

Product 1

HCID 25068200HCID 25068200, compoundYield 106.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To ((3R,5R)-1-benzyl-5-methyl-piperidin-3-yl)-carbamic acid tert-butyl ester (prepared as described in WO2004014893) (0.6 g, 1.971 mmol) Pd(OH)2 on carbon (0.1 g) and EtOH (10 mL) were added and the reaction mixture was stirred at RT under 1 atm of H2. After 2 hours the palladium was filtered off and the solvent was evaporated to give 0.45 g of ((3R,5R)-5-methyl-piperidin-3-yl)-carbamic acid tert-butyl ester as a colorless oil (>95% yield).

Workup

  1. filtrationAfter 2 hours the palladium was filtered off
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-7889e7fbd0f04b389b39533fede6bf7b
Source dataset
uspto-grants-2011_09
Patent number
US08012974B2

Reaction notes

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