Sodium Carbonate → HCID 66707657, compound

Participants

Reaction Steps

To a mixture of 55 ml of dioxane and 17 ml of water were added 1.38 g of 4-chloro-5-methoxy-2-methyl-3(2H)-pyridazinone, 1.55 g of 2,4,6-trimethylphenylboronic acid, 1.86 g of sodium carbonate, 2.53 g of tetrabutylammonium bromide and 0.38 g of tetrakis(triphenylphosphine)palladium. This mixture was heated under reflux for 32 hours under a nitrogen atmosphere. A part of the reaction mixture was evaporated. To the resultant concentrate, 150 ml of water was added, followed by extraction with ethyl acetate (twice). The organic layer was washed with an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:2) to obtain 0.77 g of 5-methoxy-2-methyl-4-(2,4,6-trimethylphenyl)-3(2H)-pyridazinone [compound (V-2-1)] as a white crystal. Melting point: 186 to 192° C.

Provenance & Evidence