Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(<i>p</i>-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Abstract

The Biginelli reaction is a highly versatile reaction that leads to dihydropyrimidinones/thiones. This scaffold is reported as being a privileged structure due to its ability to interact with biological targets. Synthesis of ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate was achieved through the Biginelli reaction using a functionalized thiourea. In silico studies demonstrated that the compound title showed good potential for interacting with ecto-5’-nucleotidase, which has been considered as a target in designs for anti-cancer drugs.

Keywords

• Biginelli reaction
• dihydropyrimidin-2-thiones
• synthesis
• virtual screening
• drug design
• LaSOM 282, ecto-5’-nucleotidase