ABSTRACT
A straightforward and efficient one-step procedure for the synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters is described. The simple reductive cyclization is carried out by treating various substituted o-nitrobenzaldehydes with inexpensive, commercially available 3,3-diethoxypropionic acid ethyl ester and SnCl(2).2H(2)O in refluxing ethanol.
Subject(s)
Benzaldehydes/chemistry , Carboxylic Acids/chemical synthesis , Esters/chemical synthesis , Quinolines/chemical synthesis , Carboxylic Acids/chemistry , Esters/chemistry , Molecular Structure , Quinolines/chemistry , StereoisomerismABSTRACT
HIF prolyl 4-hydroxylases (PHD) are a family of enzymes that mediate key physiological responses to hypoxia by modulating the levels of hypoxia inducible factor 1-α (HIF1α). Certain benzimidazole-2-pyrazole carboxylates were discovered to be PHD2 inhibitors using ligand- and structure-based methods and found to be potent, orally efficacious stimulators of erythropoietin secretion in vivo.
