HCID 21701703, compound → tert-Butyl piperazin-1-ylcarbamate

HRID 1596219Notes

Reaction equation

HRID 1596219 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[H][H]>CO.[Pd]>[N:14]1([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]1

Participants

5

Reactant 2

HCID 21701703HCID 21701703, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21701658tert-Butyl piperazin-1-ylcarbamateYield 104.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-(4-benzyloxycarbonyl-1-piperazinyl)-tert-butoxycarboxamide (28 g) in methanol (250 ml) was added 10% palladium on carbon (5 g), and the mixture was stirred at ambient temperature under 3 atm of hydrogen for 1 hour. Palladium on carbon was filtered off and the filtrate was concentrated to give N-(1-piperazinyl)-tert-butoxycarboxamide (17.6 g).

Workup

  1. filtrationPalladium on carbon was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-89c149460d53479f80fb92dfb4082cea
Source dataset
uspto-grants-2001_09
Patent number
US06291464B1

Reaction notes

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