Réaction #1536902

ord-729fe896f2944f85a2eeab1714eb1166

Équation de réaction

O=C([O-])O.[Na+]
sodium bicarbonate
c1ccncc1
pyridine
O=[N+]([O-])c1cccnc1N1CCNCC1
1-(3-Nitro-2-pyridinyl)piperazine
O=C(Cl)OCc1ccccc1
benzylchloroformate
→
O=C(OCc1ccccc1)N1CCN(c2ncccc2[N+](=O)[O-])CC1
title compound
O=C(OCc1ccccc1)N1CCN(c2ncccc2[N+](=O)[O-])CC1
1-[Benzyloxycarbonyl]-4-[3-nitro-2-pyridinyl]piperazine

Réactifs

O=C([O-])O.[Na+]
sodium bicarbonate
c1ccncc1
pyridine
O=[N+]([O-])c1cccnc1N1CCNCC1
1-(3-Nitro-2-pyridinyl)piperazine
O=C(Cl)OCc1ccccc1
benzylchloroformate

Réactifs

Aucun

Solvants

ClCCl
methylene chloride

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurecooled to 0°
  2. 2
    Extractionextracted with chloroform
  3. 3
    Séchagedried over anhydrous sodium sulfate
  4. 4
    Concentrationconcentrated in vacuo

Mode opératoire

1-(3-Nitro-2-pyridinyl)piperazine is dissolved in 175 ml of methylene chloride and cooled to 0°. Then pyridine is added followed by benzylchloroformate (16.5 ml). The reaction is stirred 1.5 hr, then poured into saturated aqueous sodium bicarbonate and extracted with chloroform, dried over anhydrous sodium sulfate and concentrated in vacuo to afford the title compound, NMR (300 MHz, CDCl3) 8.34, 8.15, 7.38-7.32, 6.81, 5.17, 3.65 and 3.45 δ.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05599930uspto-grants-1997_02