Beiträge zur Chemie des Pyridazinsystems, 29. Mitt. Synthese von 4‐Arylpyrimido[4,5‐<i>d</i>]pyridazinen aus (5‐Amino‐4‐pyridazinyl)arylketonen

Haider, N.; Heinisch, G.

doi:10.1002/ardp.19863190913

Cited by 9 publications

(1 citation statement)

References 15 publications

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“…for 16 h. Dicyclohexylurea was filtered off, the filtrate was evaporated and the residue subjected to column chromatography (Kieselgel 60; ethyl acetate) to afford 454 mg (85 %)of 2a as pale yellow crystals, 10.75 (s, lH, H-6) and 11.6 (br, lH, NH).…”

Section: N-(s-benzoyl-4-pyridazinyl)-n'-tert-butoxycarbonylg~cinami~ementioning

confidence: 99%

Pyridazines XXX VIIII. Pyridazino[4,5–e]‐1,4‐diazepine – A Novel Ring System of Potential Pharmaceutical Interest

Haider

Heinisch

1988

Archiv der Pharmazie

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Since Sternbach's discovery of the benzodiazepines there has been enormous effort to optimize as well as to alter the pharmacological profile of these important drug substances3). In this context, a great number of structure modifications has been concerned with the replacement of the "benzo" moiety by heteroaromatic systems, including various N-hetero-cycles4). Despite the continuing interest in pyrido-1,4-diazepines4-'), the corresponding aza-analoguous diazino-annelated systems so far remained largely unexplored.We here report on the preparation of such a novel class of heteroareno-1,4-diazepines in which the seven-membered system is fused to positions 4,5 of a pyridazine nucleus. Previously, we had succeeded in the first synthesis of pyridazine analogues of 2-aminobenzophenone, namely 5-amino-4-pyridazinyl aryl ketones8). The latter bifunctional 1,2-diazine derivatives recently proved to be versatile starting materials in syntheses of various heterocycle-annelated pyridazines'. 9-12); they now were found to permit ready access also to the title pyridazinodiazepines 3a-c. C: X = 2-F a: X = H b: X = 4-C1 Arch. Pharm. (Weinheim) 321,309-310 (1988) 0 VCH Verlagsgesellschajl mbH, 0-6940 Weinheim, I988 0345-6233l88lOSOS-0309 02.SOlO

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Section: N-(s-benzoyl-4-pyridazinyl)-n'-tert-butoxycarbonylg~cinami~ementioning

confidence: 99%