Piperazine → Benzyl [2-(4-piperazinylcarbonyl)ethyl]carbamate

HRID 1647121Notes

Reaction equation

HRID 1647121 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][C:14]([OH:16])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>C1COCC1>[NH:17]1[CH2:22][CH2:21][N:20]([C:14]([CH2:13][CH2:12][NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:16])[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 75313N-Benzyloxycarbonyl-beta-alanine

Product 1

HCID 53819799Benzyl [2-(4-piperazinylcarbonyl)ethyl]carbamateYield 86.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.23 g of N-benzyloxycarbonyl-β-alanine was coupled with 2.58 g of piperazine. The evaporation residue was suspended in THF, the undissolved material was filtered off and the filtrate was evaporated. Chromatography of the residue on silica gel RP 18 using water/methanol (2-5%) gave 2.51 g of benzyl [2-(4-piperazinylcarbonyl)ethyl]carbamate, MS: 291 (M+).

Workup

  1. filtrationthe undissolved material was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-fcf916dbbeb544cba129b75e11beadd2
Source dataset
uspto-grants-1995_07
Patent number
US05430024

Reaction notes

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