Reaktion #44977

ord-cc361223dfd14718a49e0b82a2f7cfe8

Reaktionsgleichung

CCOC(=O)c1ccncc1
ethyl isonicotinate
Cl.Clc1ccncc1
4-Chloropyridine hydrochloride
CCN(CC)CC
triethylamine
O=C(O)C1CCN(c2ccncc2)CC1
title compound
Ausbeute 78.7%
O=C(O)C1CCN(c2ccncc2)CC1
1-Pyridin-4-ylpiperidin-4-carboxylic Acid
Ausbeute 78.7%

Lösungsmittel

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    Sonstigethe insoluble materials are removed by filtration
  3. 3
    EinengenThe filtrate is concentrated under reduced pressure
  4. 4
    FiltrationThe precipitates are collected by filtration
  5. 5
    Sonstigerecrystallized from water/N,N-dimethylformamide

Vorschrift

4-Chloropyridine hydrochloride (9.55 g) and triethylamine (26.0 ml) are dissolved in ethanol (10 ml) and water (30 ml), and thereto is added ethyl isonicotinate (10.00 g). The reaction solution is then heated at 150° C. for 96 hours in a sealed tube. After allowing to cool, ethanol is added to the reaction solution and the insoluble materials are removed by filtration. The filtrate is concentrated under reduced pressure, and the resulting residue is suspended in chloroform. The precipitates are collected by filtration and recrystallized from water/N,N-dimethylformamide to give the title compound (10.34 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737161B2uspto-grants-2010_06