1,1-Dimethylethyl (2S)-4-(phenylmethyl)-2-propyl-1-piperazinecarboxylate → tert-Butyl (2S)-2-propylpiperazine-1-carboxylate

HRID 334075Notes

Reaction equation

HRID 334075 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][C@@H:9]1[CH2:21][CH2:22][CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][C@@H:9]1[CH2:21][CH2:22][CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 866882971,1-Dimethylethyl (2S)-4-(phenylmethyl)-2-propyl-1-piperazinecarboxylate

Product 1

HCID 44593842tert-Butyl (2S)-2-propylpiperazine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.50 g (4.24 mmol; purity: 90%) (S)-4-benzyl-2-propyl-piperazine-1-carboxylic acid tert-butyl ester and 150 mg palladium on carbon in 30 mL methanol was hydrogenated at RT for 6 h at 3 bar. The catalyst was removed by filtration and the solvent was evaporated in vacuo.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-c76aa192aa334dedb7a115b994299ea4
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

Loading…