Synthesis

Straightforward Access to Ethyl 3-Aminofuropyridine-2-carboxylates from 1-Chloro-2-cyano-or 1-Hydroxy-2-cyano-Substituted Pyridines

T Cailly, S Lemaitre, F Fabis, S Rault

Index: Cailly, Thomas; Lemaitre, Stephane; Fabis, Frederic; Rault, Sylvain Synthesis, 2007 , # 20 p. 3247 - 3251

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Citation Number: 10

Abstract

We reasoned that amino esters 1 could be obtained by the use of the correctly substituted cyanopyridines 2 and 3 (Scheme [1] ). The envisaged strategy to obtain compounds 1a and 1c would use the ability of the 2- or 4-halopyridine to undergo nucleophilic aromatic substitution smoothly. By using ethyl glycolate as the nucleophile and 2-chloro-, 4-chloro-, or 4-iodo-3-cyanopyridine (2a, 2b, and 2c, respectively) as the electrophiles, we wished to obtain isomers 1a and 1c in ...