3,4,5-Trimethyl-piperazine-1-carboxylic acid benzyl ester → 1,2,6-Trimethylpiperazine

HRID 1798551Notes

Reaction equation

HRID 1798551 reaction equation
C(OC([N:11]1[CH2:16][CH:15]([CH3:17])[N:14]([CH3:18])[CH:13]([CH3:19])[CH2:12]1)=O)C1C=CC=CC=1>CCO.[Pd]>[CH3:18][N:14]1[CH:15]([CH3:17])[CH2:16][NH:11][CH2:12][CH:13]1[CH3:19]

Participants

4

Reactant 1

HCID 687346163,4,5-Trimethyl-piperazine-1-carboxylic acid benzyl ester

Product 1

HCID 219737471,2,6-Trimethylpiperazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Under an inert atmosphere of nitrogen, 3,4,5-trimethyl-piperazine-1-carboxylic acid benzyl ester (1 eq, 1.87 mmol, 0.49 g) is dissolved in EtOH (20 ml) and palladium on carbon (0.1 eq, 0.187 mmol, 0.2 g) is added. The reaction is stirred at room temperature under an atmosphere of hydrogen for 4 hrs. The reaction mixture is filtered through Celite® and the solvent evaporated under vacuo to afford the title compound.

Workup

  1. filtrationThe reaction mixture is filtered through Celite®
  2. customthe solvent evaporated under vacuo

Sources & evidence

ORD record
ord-3078ad1b2ace4a1baf621956ef064d5c
Source dataset
uspto-grants-2013_01
Patent number
US08343966B2

Reaction notes

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