The synthesis of a pyrido[2,3‐ c ]pyridazine: A cinnoline related to 6‐fluoronalidixic acid | Zendy

Sanchez Joseph P. | Zendy; Trehan Ashok K. | Zendy; Nichols Jeffry B. | Zendy

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The synthesis of a pyrido[2,3‐ c ]pyridazine: A cinnoline related to 6‐fluoronalidixic acid

Author(s) -

Sanchez Joseph P.,

Trehan Ashok K.,

Nichols Jeffry B.

Publication year - 1987

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.5570240112

Subject(s) - pyridazine , chemistry , ring (chemistry) , cinnoline , nalidixic acid , medicinal chemistry , hydrazine (antidepressant) , diazo , stereochemistry , organic chemistry , antibiotics , biochemistry , antibiotic resistance , chromatography

An analog of the pyrido[2,3‐ c ]pyridazine ring system, 1‐ethyl‐6‐fluoro‐1,4‐dihydro‐7‐methyl‐4‐oxopyrido‐[2,3‐ c ]pyridazine‐3‐carboxylic acid ( 13 ), related to both Cinoxacin ( 1 ) and nalidixic acid ( 2 ), has been synthesized. The reductive ring closure of 2‐chloro‐α‐diazo‐6‐methyl‐5‐nitro‐β‐oxo‐3‐pyridinepropanoic acid, ethyl ester ( 7 ), proved to be the key reaction providing entry into the ring system.

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