Interaction of aminoquinolines with unsaturated carboxylic acids. 1. Synthesis of N-quinolyl-β-alanines and their biological activity

Abstract

ct-methyl-and fl-methyI-N-quinolyl-fl-alanines Starting from aminoquinolines 1 and acrylic, methacrylic, and crotonic acids in refluxing toluene. N-quinolyl-13-alanines 2 and their methyl homologues 3 and 4 were prepared. Compounds 2-4 were extracted from the reaction mixtures with lOCk aqueous solution of NaOH and isolated after acidification of the extracts with acetic acid. It should be noted that the yields of 13-alanines 2 were much higher (-80%) than those of their methyl homologues 3 and 4.

Unexpected transformation of ethyl 1-(4-chlorophenyl)-2-methyl-4-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate and antibacterial activity of the products

“…They are perfect precursors for the synthesis of four-membered [1][2][3], five-membered [4], six-membered [5][6][7][8][9][10][11], and seven-membered [12,13] heterocycles possessing valuable practical properties. Oxohydropyridines, one class of the cyclization products of N-substituted b-amino acids, are very important intermediates in the synthesis of a large number of biologically active heterocyclic compounds [14,15].…”