✍ Scribed by Aleem Gangjee; Lihua Chen
No coin nor oath required. For personal study only.
The synthesis of seven novel tetracyclic 2,4‐diaminopyrrolo[2,3‐d]pyrimidines as conformationally restricted nonclassical antifolates was achieved via an unusual Fischer‐indole cyclization of dihydrazones. An attempted synthesis of 2,4‐diamino‐6‐hydrazinopyrimidine afforded 2‐amino‐4,6‐dihydrazinopyrimidine which when reacted with appropriate ketones gave the dihydrazones. The dihydrazones in turn under Fischer‐indole cyclization conditions afforded target conformationally restricted tetracyclic products.
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## Abstract Selected examples 2,4‐diamino‐7__H__‐pyrrolo[2,3‐__d__]pyrimidines with a phenyl or benzyl group at the 5‐position were synthesized as inhibitors of dihydrofolate reductase (DHFR) from __Pneumocystis carinü__ and __Toxoplasma gondii__, two potentially life‐threatening opportunistic path
We wish to report the synthesis of a new tricyclic ring system, pyrazolo[3',~'-5,4]pyrrolo[2,3-d]pyrimidine, by a unique ring closure procedure. In the course of our investigation of the chemistry of the pyrrolo[2,3-dJl~rrimidine nueleoside antibiotics, 3 tubercidin, toyocamycin,