6‐(substituted phenyl)‐5‐methyl‐4,5‐dihydro‐pyridazin‐3(2 H )‐ones of medicinal interest. The synthesis of SK&F 94836 and SK&F 95654 | Zendy

Burpitt B. E. | Zendy; Crawford L. P. | Zendy; Davies B. J. | Zendy; Mistry J. | Zendy; Mitchell M. B. | Zendy; Pancholi K. D. | Zendy; Coates W. J. | Zendy

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6‐(substituted phenyl)‐5‐methyl‐4,5‐dihydro‐pyridazin‐3(2 H )‐ones of medicinal interest. The synthesis of SK&F 94836 and SK&F 95654

Author(s) -

Burpitt B. E.,

Crawford L. P.,

Davies B. J.,

Mistry J.,

Mitchell M. B.,

Pancholi K. D.,

Coates W. J.

Publication year - 1988

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.5570250615

Subject(s) - chemistry , substituent , solvent , medicinal chemistry , 2 pyridone , stereochemistry , combinatorial chemistry , organic chemistry

Two synthetic routes to the dihydropyridazinone‐cyanoguanidine 4 (SK&F 94836) are described, both proceeding via the anilino compound 6. An efficient synthesis of the dihydropyridazinone‐pyridone 5 (SK&F 95654) is reported. This synthesis proceeds via the fluoro‐keto‐acid 24 , with subsequent displacement of the fluoro substituent by 4‐pyridone. The surprising effectiveness of water as a solvent in this reaction has been highlighted.

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