High-throughput synthesis of N3-acylated dihydropyrimidines combining microwave-assisted synthesis and scavenging techniques

Doris Dallinger; Nikolay Yu Gorobets; C Oliver Kappe

doi:10.1021/ol034085v

High-throughput synthesis of N3-acylated dihydropyrimidines combining microwave-assisted synthesis and scavenging techniques

Org Lett. 2003 Apr 17;5(8):1205-8. doi: 10.1021/ol034085v.

Authors

Doris Dallinger¹, Nikolay Yu Gorobets, C Oliver Kappe

Affiliation

¹ Institute of Chemistry, Karl-Franzens-University Graz, Heinrichstrasse 28, A-8010 Graz, Austria.

PMID: 12688720
DOI: 10.1021/ol034085v

Abstract

[reaction: see text] The solution-phase synthesis of N3-acylated dihydropyrimidines was achieved utilizing microwave flash heating both in the synthesis (acylation) and purification (scavenging) steps. Quenching times for excess anhydrides using polystyrene or silica-supported diamine sequestration reagents were reduced from several hours to minutes utilizing microwave irradiation. The use of water as sequestration agent, coupled with an efficient solid-phase extraction workup technique allowed the rapid generation of a 20-member library of N3-acylated dihydropyrimidines.