Hydrochloric Acid → [4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Participants

Reaction Conditions

Reaction Steps

Methyl 4-bromo-2-(1,1-dioxo-1λ6-isothiazolidin-2-yl)benzoate (2 g) described in Preparation Example 13 was dissolved in methanol (18 mL), 1N aqueous sodium hydroxide solution (9 mL) was added, and the mixture was stirred at 60-70° C. To the reaction mixture was added 1N hydrochloric acid (9 mL), a solution of 1-(3,5-dimethylpyridin-2-yl)piperazine (1.14 g) described in Preparation Example 79 in methanol (2 mL) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (1.65 g) were added, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The solvent was evaporated from the organic layer, and the residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (2.4 g).

Provenance & Evidence