Synthesis of imidazo [4, 5-b] pyridines and v-triazolo [4, 5-b] pyridines. Preparation of 1-deaza-6-thioguanine analogs

…, BH Smith, CL Kussner, JA Montgomery

Index: Temple Jr.; smith; Kussner; Montgomery The Journal of organic chemistry, 1976 , vol. 41, # 24 p. 3784 - 3788

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Citation Number: 8

Abstract

Improved methods for the preparation of 1-deazaguanine (8) and its 8-aza analogue are reported. The preparation of 1-deaza-6-thioguanine (13) either by the thiation of 8 or by the rearrangement of the isomeric 4, 6-diami-nothiazolo [4, 5-~] pyridine was unsuccessful. The successful preparation of 13 was accomplished by the removal of the diphenylmethyl group of 2-amino-6-[(diphenylmethyl) thio]-1-deazapurine with refluxing trifluoroacetic acid. 8- ...