Rosiglitazone → Rosiglitazone Maleate

Participants

Reaction Conditions

Reaction Steps

5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione (1.5 g, 4.2 mmole) and maleic acid (0.525 g @ 97.6% assay, 4.4 mmole, 1.05 mole equivalents) were heated in methanol (15 ml) and the temperature was held at 60° C. The resulting solution was filtered and then cooled to 0° C. with magnetic stirring at which point a thick suspension was formed. The product, 5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione maleate, was isolated, washed with methanol and dried, in vacuo, at 52° C. (Yield 1.4 g, 70.5%). Water content of the product was 2.0%.

Provenance & Evidence