K. Wieszczycka, K. Bukowski, G. Framski
May 15, 2017
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Abstract
In this paper we report a three-stage synthesis of alkyl ethyl 2-oxo-2-(pyridin-2-, -3and 4-yl)ethylphosphonates (2a-e, 3a-e, 4a-e) starting from commercially-available triethyl phosphite. Triethyl phosphite was first transesterified with alcohols in the presence of sodium catalyst to give the alkyl diethyl phosphites (1b-e) in low to moderate yields. The Claisen condensation between 2lithioalkylphosphonates and ethyl pyridine-2-,-3and -4-carboxylate, followed by an Arbusov reaction with methyl iodide, gave the final products in moderate yields. The structures of the products were confirmed by 1H-NMR, 13C-NMR, and 31P-NMR. Estimation of the pharmacotherapeutic potential has been accomplished for synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS).