Microwave-assisted synthesis and structure–activity relationships of neuroactive pyrazolo [3, 4-b] pyrrolo [3, 4-d] pyridine derivatives

…, G Zapata-Sudo, EJ Barreiro, CAM Fraga

Index: Nascimento-Junior, Nailton M.; Mendes, Thaiana C.F.; Leal, Daniella M.; Correa, Claudia Maria N.; Sudo, Roberto T.; Zapata-Sudo, Gisele; Barreiro, Eliezer J.; Fraga, Carlos A.M. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 1 p. 74 - 77

Full Text: HTML

Citation Number: 29

Abstract

We described herein the optimization of the synthetic methodology exploited to obtain the pyrazolo [3, 4-b] pyrrolo [3, 4-d] pyridine sedative prototype 1a and novel analogues designed by successive molecular simplifications. By applying microwave irradiation during the hetero Diels-Alder key-step to obtain the heterotricyclic scaffold, under solvent-free conditions, we were able to obtain the desired compounds in drastically shorter times and ...