Hydrochloric Acid → 2,6-dimethyl-4-(1-methyl-1H-indol-3-yl)-5-methylsulfonyl-2,3-dihydro-3-pyridazinone

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Reaction Steps

To a 50 ml volume three-necked flask, 1-methyl-1-[2-(1-methyl-1H-indol-3-yl)-2-oxoacetyl]-2-(1-methylsulfonyl-2-propylidene)hydrazine ((4-203)-(13)-28) (2.0 g), methanol (7.59 ml), and toluene (2.31 ml) were added under a nitrogen atmosphere, then added lithium hydroxide monohydrate (0.24 g) under cooling on ice-bath of −5° C., and stirred for 2 hours. To the mixture, cold dilute hydrochloric acid was added under ice-cooling, and stirred for 5 minutes. Then, the mixture was added to ice water. The precipitated solids were collected by filtration, and dried under reduced pressure to give 1.7 g of 2,6-dimethyl-4-(1-methyl-1H-indol-3-yl)-5-methylsulfonyl-2,3-dihydro-3-pyridazinone ((2-203)-(13)-28).

Provenance & Evidence