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

DOI: 10.1002/jhet.5570250615

Source and publish data:

Journal of Heterocyclic Chemistry p. 1689 - 1695 (1988)

Update date:2022-08-05

Topics:

Authors:

Burpitt Burpitt

Crawford

Davies Davies

Mistry Mistry

Mitchell

Pancholi

Coates Coates

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Article abstract of DOI:10.1002/jhet.5570250615

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.

Full text of DOI:10.1002/jhet.5570250615

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