4-Benzyl-1-(2-benzyloxycarbonylamino-ethyl)-piperidine-4-carboxylic acid ethyl ester → 1-(2-Amino-ethyl)-4-benzyl-piperidine-4-carboxylic acid ethyl ester

HRID 2223736Notes

Reaction equation

HRID 2223736 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][NH:14]C(OCC2C=CC=CC=2)=O)[CH2:8][CH2:7]1)=[O:5])[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4]([C:6]1([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][NH2:14])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 597159294-Benzyl-1-(2-benzyloxycarbonylamino-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 597159211-(2-Amino-ethyl)-4-benzyl-piperidine-4-carboxylic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-Benzyl-1-(2-benzyloxycarbonylamino-ethyl)-piperidine-4-carboxylic acid ethyl ester (4.25 g, 10 mmol) is dissolved in MeOH (100 mL) and Pd—C (10%, 0.5 g) is added. The mixture is hydrogenated (7 bar, 20° C.) for 2 h. The catalyst is filtered off and the solvent evaporated to provide the title compound.

Workup

  1. custom(7 bar, 20° C.)
  2. customfor 2 h
  3. filtrationThe catalyst is filtered off
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-d3307facc4024665979fe6b8c5f62789
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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