Water → Tert-butyl 4-(piperidine-2-carbonyl)piperazine-1-carboxylate

HRID 499227Notes

Reaction equation

HRID 499227 reaction equation
C1CCC=CC=1.O.[C:8]([O:12][C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][N:24]2C(OCC2C=CC=CC=2)=O)=[O:22])[CH2:17][CH2:16]1)=[O:14])([CH3:11])([CH3:10])[CH3:9]>CCO.[Pd]>[C:8]([O:12][C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][NH:24]2)=[O:22])[CH2:17][CH2:16]1)=[O:14])([CH3:11])([CH3:9])[CH3:10]

Participants

6

Reactant 3

HCID 962WaterHCID 116051,3-CyclohexadieneHCID 684578424-(1-Benzyloxycarbonylpiperidine-2-carbonyl)piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 50986447Tert-butyl 4-(piperidine-2-carbonyl)piperazine-1-carboxylateYield 82.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3.9 ml of cyclohexadiene and then 1.3 g of 10% Pd/C with a 50% water content are added, under an inert atmosphere, to a solution of 1.79 g of the compound obtained in step 5.1, in 14 ml of EtOH. The medium is stirred at AT for 24 hours and then filtered. The filtrate is evaporated, to give 1.02 g of the desired compound.

Workup

  1. filtrationfiltered
  2. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-30f8888ab79e487b94709f7e7ed92e07
Source dataset
uspto-grants-2010_08
Patent number
US07767681B2

Reaction notes

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