Alkylation of 3‐Phenyl‐1H‐pyrazolo[4,3‐c] quinoline: Theoretical Analysis of Regioselectivity

Abstract

The interaction of 3‐phenyl‐1H‐pyrazolo[4.3‐c]quinoline with alkylating agents in the presence of NaH leads mainly to N1‐substituted derivatives. The regioselectivity of the reaction has been studied using AM1 semi‐empirical calculations in the isolated molecule approximation.

Keywords:

• alkylation
• AM1 method
• 3‐phenyl‐1H‐pyrazolo[4.3‐c]quinoline
• regioselectivity

Acknowledgments

The authors thank Vladymir V. Ivanov, Konstantin V. Balakin, and Yan A. Ivanenkov (ChemDiv, Inc.) for discussion and help in preparation of the manuscript.