A mild method for the formation and in situ reaction of imidoyl chlorides: conversion of pyridine-1-oxides to 2-aminopyridine amides.

Manley, Peter J; Bilodeau, Mark T

Manley, Peter J; Bilodeau, Mark T.

Afiliación

Manley PJ; Department of Medicinal Chemistry, Merck & Co., Inc., P.O. Box 4, West Point, Pennsylvania 19486, USA.

Org Lett ; 4(18): 3127-9, 2002 Sep 05.

Article en En | MEDLINE | ID: mdl-12201733

RESUMEN

[reaction: see text] A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of oxalyl chloride and 2,6-lutidine in CH(2)Cl(2) at 0 degrees C. Upon warming of the reaction mixture to room temperature in the presence of pyridine-1-oxides, a rapid conversion to 2-aminopyridine amides was observed in moderate to excellent isolated yields.

Asunto(s)

Amidas/síntesis química; Aminopiridinas/síntesis química; Química Farmacéutica/métodos; Cloruros/química; Oxalatos/química; Óxidos/química

Buscar en Google

Añadir a Mi BVS

Imprimir

XML

PubMed Links

Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Amidas / Aminopiridinas Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2002 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

Buscar en Google

Añadir a Mi BVS

Imprimir

XML

PubMed Links