5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione → Pioglitazone

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Reaction Steps

To a solution of 5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedione (600 g) in dimethylformamide (1.2 l) was added palladium on carbon (600 g). The mixture was heated at 50° C. to 55° C. under 50 kg/cm2 for 2 hours. The catalyst was filtered off and water was added to the filtrate. The resulting crystals were collected by filtration and washed with water. Recrystallization from dioxane (8.5 l) gave crystals of 5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione. Yield: 380.9 g (63.1%).

Provenance & Evidence