HCID 51354609, compound → HCID 25068200, compound

HRID 1916087Notes

Reaction equation

HRID 1916087 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-043c4220644d4880a86ae4afa5b7651e
Source dataset
uspto-grants-2013_12
Patent number
US08618103B2

Reaction notes

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