4-Benzyloxycarbonyl-1-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-2-piperazinone → 1-[1-(Tert-butoxycarbonyl)-4-piperidinylamino]-2-piperazinone

HRID 2086239Notes

Reaction equation

HRID 2086239 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([NH:17][CH:18]2[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]2)[C:13](=[O:31])[CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[C:27]([O:26][C:24]([N:21]1[CH2:20][CH2:19][CH:18]([NH:17][N:14]2[CH2:15][CH2:16][NH:11][CH2:12][C:13]2=[O:31])[CH2:23][CH2:22]1)=[O:25])([CH3:30])([CH3:28])[CH3:29]

Participants

4

Reactant 1

HCID 178253894-Benzyloxycarbonyl-1-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-2-piperazinone

Product 1

HCID 695459311-[1-(Tert-butoxycarbonyl)-4-piperidinylamino]-2-piperazinoneYield 87.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-benzyloxycarbonyl-1-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-2-piperazinone (3.19 g) and 10% Pd/C (0.64 g) in methanol (50 ml) was stirred at room temperature for 15 hours under a hydrogen atmosphere. The catalyst was filtered off, and the reaction mixture was concentrated to obtain 1-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-2-piperazinone (1.93 g) as a colorless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-ea845ff5fbb0454492385bfe77c3f108
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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