Synthesis of 4-amino-1-. beta.-D-ribofuranosyl-1H-pyrrolo [2, 3-b] pyridine (1-deazatubercidin) as a potential antitumor agent

…, G Cristalli, P Franchetti, M Grifantini…

Index: Antonini; Claudi; Cristalli; Franchetti; Grifantini; Martelli Journal of Medicinal Chemistry, 1982 , vol. 25, # 10 p. 1258 - 1261

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Citation Number: 38

Abstract

Notes Journal of Medicinal Chemistry, 1982, Vol. 25, No. 10 1259 pyridine-3-carb0nitrile.~~ In their paper, the authors reported that the nitration of 3 with HN03 in sulfuric acid at 0 “C gave exclusively the 3-nitro isomer 4. This result indicates that under such conditions the directive influence of the pyrrole ring nitrogen on the electrophilic substitution exceeds that of the N-oxide. The different orientation of the electrophile in the nitration of 3 in sulfuric or ...