Mild and facile cleavage of 2-cyanoethyl ester using sodium sulfide or tetrabutylammonium fluoride. Synthesis of 1, 4-dihydropyridine monocarboxylic acids and …

T Ogawa, K Hatayama, H Maeda, Y Kita

Index: Ogawa; Hatayama; Maeda; Kita Chemical and Pharmaceutical Bulletin, 1994 , vol. 42, # 8 p. 1579 - 1589

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Citation Number: 16

Abstract

Several 3-(2-cyanoethyl)-1, 4-dihydropyridine carboxylates (16) were prepared in moderate to good yields by means of the Hantzsch reaction. Treatment of these carboxylates with a weak base such as sodium sulfide or tetrabutylammonium fluoride at room temperature afforded smoothly the corresponding 1, 4-dihydropyridine monocarboxylic acids (18) in good yields. The monocarboxylic acids 18n and 18o were esterified with 2- ...