MICROWAVE CHEMISTRY

Project manager: Prof. S. M. Kovalenko (National University of Pharmacy, Kharkiv, Ukraine)
Term: 2006 - 2008
Support: Chemical Diversity Research Institute (Khimki, Moscow Region, Russia)

This work is devoted to rapid generation of a 2-arylbenzopyrano[2,3-c]pyrazol-3(2H)-one combinatorial library. Several approaches to the synthesis of the target compounds were examined. In the final protocol the objective was achieved by application of microwave-assisted synthesis to the reaction of 2-iminocoumarin-3-carboxamides with hydrazine derivatives in a one-pot high-throughput format. This facile protocol allowed fast generation of a 144-membered benzopyrano[2,3-c]pyrazol-3(2H)-one library in 43–87%isolated yields and 90 to >99% purity (HPLC). The library members were isolated from 5 ml reaction mixtures, on several hundreds milligram scale. The products, containing functional group open for further modification (OH, COOH) were obtained in larger scale using 20 ml reaction mixture volume.

The project results are published:

Borisov, A. V.; Gorobets, N. Yu.; Yermolayev, Zhuravel’, I. O.; Kovalenko, S. M.; Desenko, S. M. One-Pot Microwave-Assisted Synthesis of a Benzopyrano[2,3-c]pyrazol-3(2H)-one Library, Journal of Combinatorial Chemistry, 2007, 9, 909
Address to: gorobets@isc.kharkov.com

Our greetings to Alexander Borisov on account of his successful defense of PhD thesis in V.N. Karazin Kharkiv National University!

15.05.2009