Acetic Acid → HCID 56587787, compound

HRID 1631980Notes

Reaction equation

HRID 1631980 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([N:13]2[CH2:18][CH2:17][N:16](CC3C=CC=CC=3)[CH2:15][CH2:14]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 66755647HCID 66755647, compound

Product 1

HCID 56587787HCID 56587787, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (S)-3-(4-benzyl-piperazin-1-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (3.7 g, 10.83 mmol) in EtOH (75 mL) and acetic acid (50 mL) 10% Pd on carbon (0.58 g, 0.54 mmol) was added. The reaction mixture was hydrogenated under 1 atm H2 for 18 hours, filtered through Celite and concentrated in vacuo to afford (S)-3-piperazin-1-yl-pyrrolidine-1-carboxylic acid tert-butyl ester as an orange oil. The product was used without further purification.

Workup

  1. filtrationfiltered through Celite
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-38a392289407410b91f50557e542a66f
Source dataset
uspto-grants-2014_07
Patent number
US08791148B2

Reaction notes

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