Practical synthesis of a vanilloid receptor-1 antagonist.
J Org Chem
; 73(9): 3508-15, 2008 May 02.
Article
em En
| MEDLINE
| ID: mdl-18351744
ABSTRACT
Small molecule TRPV1 antagonists have been a recent focus in the search for pain treatment agents. We herein describe a practical and scalable synthesis of AMG 628 (1), a bis-substituted pyrimidine derivative that was identified as a highly efficacious agent, suitable for clinical development. Highlights of our approach include a practical route to a substituted benzothiazole, a scalable synthesis of an enantiopure piperazine fragment, and identification of conditions for selective coupling reactions on 2,6-dichloropyrimidine, to access the active pharmaceutical ingredient in high purity and overall yield.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Canais de Cátion TRPV
Idioma:
En
Ano de publicação:
2008
Tipo de documento:
Article