Scalable synthesis of biologically active novel ethyl 1-(4-alkyl-3-oxo-3,4-dihydro quinoxaline-2-yl)-1H-pyrazole-4-carboxylate derivatives

Abstract

A one pot synthesis of ethyl 1-(1,2-dihydro-2-oxoquinoxalin-3-yl)-1H-pyrazole-4-carboxylate has been developed using the 3-hydrazineylquinoxalin-2(1H)-N-alkylation derivatizes one and ethyl 2-Formyl-3-oxopropionate and further this scaffold to afford the various novel ethyl 1-(4-Alkyl-3-oxo-3,4-dihydroquinoxalin-2-yl)-1H-pyrazole-4-carboxylate derivatives. The developed method is a novel, cost-effective, and industrially viable method. Consequently, the process described is less cumbersome due to the number of reaction stages reduced, the purity of the organic compound produced, and the substantial yield. This novel synthetic route is believed to be the shortest and most efficient of previous synthetic routes. The established route could be facilitated to prepare various key intermediates and active pharmaceutical ingredients.

GRAPHICAL ABSTRACT

Keywords:

• 2-Formyl-3-oxopropionate
• hydrazine
• 3-hydrazineylquinoxalin-2(1H)-one

Acknowledgments

We want to extend our deepest gratitude to Dr. Umamaheshwara for always being there for us when we needed assistance.

Additional information

Funding

Dr. Nagaraju Devunuri is thankful to DST-SERB TARE for funding (Project Grant No: TAR/2022/000339).