C4-C5 fused Pyrazole-3-Amines: when the degree of unsaturation of the fused ring controls regioselectivity in Ullmann and Acylation reactions

Author

Torres Coll, Antoni  

Abstract

The development of new potent and selective MNK inhibitors offers a new strategy for the treatment of cancer. The IQS Pharmaceutical Chemistry Group (GCF) has been working on the development of MNK inhibitors. During investigations to obtain new structures, pyrazolopyridines and pyrazolopyridones were studied as possible MNK inhibitors. Acylation and Ullmann reactions have been widely applied to replace the pyrazole ring. However, there is some confusion in the literature regarding the regioselectivity of these reactions (substitution of the pyrazole ring to N1 or N2) and no predictive rule has been established to date. We have studied the regioselectivity of these reactions in molecules with different aromatic behaviors of the fused C4-C5 ring. The study carried out seems to conclude that the degree of unsaturation of the fused ring controls the regioselectivity in the Acylation and Ullmann reactions.

Director

Borrell Bilbao, José Ignacio 
Bou Petit, Elisabeth  

Degree

IQS SE - Undergraduate Program in Pharmacy

Date

2020-09-01