Journal of Heterocyclic Chemistry

Modification of pyridine??3??carboxamide (nicotinamide) by radical substitution

M Tada, Y Yokoi

Index: Tada, Masaru; Yokoi, Yurie Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 45 - 48

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Citation Number: 7

Abstract

Abstract Pyridine-3-carboxamide (1) was reacted with alkyl radicals to give mono-, di-, and tri-alkylated products. The t-butyl radical gives only 6-t-butylpyridine-3-carboxamide (4a). The reactivity decreases in the order of t-butyl, isopropyl, and ethyl radicals. The product 4a reacts further with the 2-phthalimidoethyl radical to give 2-and 4-substituted products 9 and 10, which were transformed into tetrahydronaphthyridinone derivatives 11 and 12.