[1-(2-Benzyloxycarbonylamino-acetyl)-piperidin-4-yl]carbamic acid butyl ester → [1-(2-Amino-acetyl)-piperidin-4-yl]carbamic acid butyl ester

HRID 1970628Notes

Reaction equation

HRID 1970628 reaction equation
[CH2:1]([O:5][C:6](=[O:28])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:27])[CH2:15][NH:16]C(OCC2C=CC=CC=2)=O)[CH2:10][CH2:9]1)[CH2:2][CH2:3][CH3:4]>C(O)C.[Pd]>[CH2:1]([O:5][C:6](=[O:28])[NH:7][CH:8]1[CH2:9][CH2:10][N:11]([C:14](=[O:27])[CH2:15][NH2:16])[CH2:12][CH2:13]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 66854689[1-(2-Benzyloxycarbonylamino-acetyl)-piperidin-4-yl]carbamic acid butyl ester

Product 1

HCID 66855388[1-(2-Amino-acetyl)-piperidin-4-yl]carbamic acid butyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 287 mg [1-(2-Benzyloxycarbonylamino-acetyl)-piperidin-4-yl]-carbamic acid butyl ester and 0.1 g Pd/C (10%) in 25 ml ethanol was stirred under an atmosphere of hydrogen (3 bar) for 12 h. The mixture was filtrated over a plug of Celite, washed with ethanol and the combined wash solutions concentrated to give the title compound as colourless oil. Yield: 156 mg.

Workup

  1. filtrationThe mixture was filtrated over a plug of Celite
  2. washwashed with ethanol
  3. concentrationthe combined wash solutions concentrated

Sources & evidence

ORD record
ord-9bcf5019c20f418fb9508ceae613bd03
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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