Reacción #9969

ord-48980c3bc29d442994e424cd77e71dc8

Ecuación de reacción

NC1CCN2CCCC2C1
(±)-7-Amino-1,2,3,5,6,7,8,8a-octahydroindolizine
O=Cc1ccncc1
4-formylpyridine
O=S(=O)([O-])[O-].[Mg+2]
magnesium sulfate
C(=NC1CCN2CCCC2C1)c1ccncc1
title compound
Rendimiento 100.7%
C(=NC1CCN2CCCC2C1)c1ccncc1
(±)-7-(Pyridin-4-yl)methyleneamino-1,2,3,5,6,7,8,8a-octahydroindolizine
Rendimiento 100.7%

Disolventes

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónAt the end of this time, the reaction mixture was filtered
  2. 2
    Otroto remove the catalyst
  3. 3
    Concentraciónthe filtrate was concentrated by evaporation under reduced pressure

Procedimiento

(±)-7-Amino-1,2,3,5,6,7,8,8a-octahydroindolizine (4.91 g (35.0 mmol), prepared as described in 1)) was dissolved in toluene (95 ml). To the solution were added 4-formylpyridine (3.34 ml, 35.0 mmol) and anhydrous magnesium sulfate (3.75 g, 31.2 mmol), and the resulting mixture was stirred at 70° C. for 3 hours. At the end of this time, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated by evaporation under reduced pressure, to give the title compound (8.08 g) as a pale yellow oil (yield quantitative).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07091352B2uspto-grants-2006_08