Reaktion #658182

ord-973a67849011439b9851380da46bdb5c

Reaktionsgleichung

NNc1cccnc1
3-hydrazinopyridine
Cl.Cl.NNc1cccnc1
3-hydrazinopyridine.dihydrochloride
CC[O-].[Na+]
sodium ethoxide
CCOC(=O)/C=C\C(=O)OCC
diethyl maleate
CCOC(=O)C1CC(=O)NN1c1cccnc1
ethyl 5-oxo-2-(pyridin-3-yl)pyrazolidine-3-carboxylate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONare introduced into a reaction vessel
  2. 2
    Sonstigehas reacted
  3. 3
    Temperaturto cool

Vorschrift

In a preferred reaction, sodium ethoxide in an anhydrous ethanol are introduced into a reaction vessel and 3-hydrazinopyridine.dihydrochloride is added. The mixture is stirred and diethyl maleate is added. The mixture is heated at about 60° C. until most of the 3-hydrazinopyridine has reacted. The mixture is allowed to cool and the excess base is neutralized with acid. The crude ethyl 5-oxo-2-(pyridin-3-yl)pyrazolidine-3-carboxylate (10a) is conveniently isolated and purified by standard techniques.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09024031B1uspto-grants-2015_05