3-Phenylpyridazine → HCID 20226917, compound

Participants

Reaction Steps

A mixture of 4-methyl-3-methoxy-6-phenylpyridazine (5.0 g), platinum dioxide (400 mg) and trifluoroacetic acid (20 mL) is shaken in a Parr apparatus until hydrogen uptake ceases. The catalyst is removed by filtration, and the cake is washed with additional acid. The filtrate is poured into water and adjusted to basic ph with sodium hydroxide. The solids which precipitate are collected, washed with water, and dried to give 4.6 g (90%) of product which, on crystallization from pentane, gives an analytically pure product having a melting point of 72°-74° C. 3-Methoxy-4-methyl-6-(4-methylcyclohexyl)pyridazine, melting point 84°-98° C. (Example 29a), and 3-cyclohexyl-6-methoxy-4,5-dimethylpyridazine, melting point 99°-101° C. (Example 29b) are also made by the above procedure using the corresponding 6-phenylpyridazine.

Provenance & Evidence