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Unexpected formation of a 10 H ‐Pyrido[2,3‐ h ]pyrazolo[3,4‐ b ]quinoline derivative, a new ring system
Author(s) -
Crenshaw R. R.,
Luke G. M.,
Whitehead D. F.
Publication year - 1976
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570130134
Subject(s) - chemistry , quinoline , ring (chemistry) , anthranilic acid , yield (engineering) , derivative (finance) , medicinal chemistry , stereochemistry , phosphorus , organic chemistry , materials science , economics , financial economics , metallurgy
Treatment of N ‐(1,3‐dimethylpyrazol‐5‐yl)‐4‐anthranilic acid with phosphorus oxychloride gave an intermediate which was condensed with 3‐dimethylaminopropylamine to yield 10,8‐dimethyl‐7‐(3‐dimethylaminopropylamino)‐10 H ‐pyrido[2,3‐ h ]pyrazolo[3,4‐ b ]quinoline (IV). The structure of IV, which represents a previously undescribed ring system, was confirmed by an independent synthesis.