Thienopyridone Antibacterials. Part IV[1]. Synthesis of Some N(7)- Heteroaryl-4-oxothieno[2,3-b]pyridine-5-carboxylic Acids and Esters

Title: Thienopyridone Antibacterials. Part IV[1]. Synthesis of Some N(7)- Heteroaryl-4-oxothieno[2,3-b]pyridine-5-carboxylic Acids and Esters

Volume: 7 Issue: 1

Author(s): Nuha I. Sweidan, Musa Z. Nazer, Mustafa M. El-Abadelah and Wolfgang Voelter

Affiliation:

Keywords: Enaminones, aminoazoles, regioselective cyclization, 4-oxothieno[2,3-b]pyridines, antibacterial activity

Abstract: A series of 7-heteroaryl-4-oxo-4,7-dihydrothieno[2,3-b]-pyridine-5-carboxylic acids (8a-d) and their methyl esters (7a-d) were prepared by cyclization of the respective 2-(2,5-dichlorothien-3-yl)-3-(N-heteroarylamino)acrylates (6a-d). The latter are accessible from methyl 2-(2,5-dichlorothien-3-yl)-3-ethoxyacrylate (5) which is obtained via methyl 3-(2,5-dichlorothien-3-yl)-3-oxopropanoate(4). Of the present series, the 7-(2-thienyl) derivative (8a) exhibited good activity, especially against E. coli and Kl. pneumoniae (MIC = 2 μg / mL).

Cite this article as:

Sweidan I. Nuha, Nazer Z. Musa, El-Abadelah M. Mustafa and Voelter Wolfgang, Thienopyridone Antibacterials. Part IV[1]. Synthesis of Some N(7)- Heteroaryl-4-oxothieno[2,3-b]pyridine-5-carboxylic Acids and Esters, Letters in Organic Chemistry 2010; 7 (1) . https://dx.doi.org/10.2174/157017810790533977