Fumaric Acid → 2-(4-Chloro-phenyl)-5-[3-methoxy-4-(1-methyl-azetidin-3-yloxy)-phenyl]-5H-thiazolo[5,4-c]pyridin-4-one, fumarate salt

Participants

Reaction Conditions

Reaction Steps

Dissolve 2-(4-chloro-phenyl)-5-[3-methoxy-4-(1-methyl-azetidin-3-yloxy)-phenyl]-5H-thiazolo[5,4-c]pyridin-4-one (638 mg, 1.41 mmol) in 1,4-dioxane at 100° C. To the above solution, add a solution of fumaric acid (5.64 mL, 1.41 mmol, 0.25 M in water). Stir the resulting solution at 100° C. for 5 min, then at 50° C. for one hour. Concentrate the solution with a stream of nitrogen gas to ¾ volume. Warm the mixture up to 100° C. until all the solids dissolve, then slowly cool to −10° C. Collect the white precipitate by filtration and wash the solids with cold dioxane (10 mL). Dry the solid at room temperature over the weekend to obtain 500 mg (62%) of the title compound as a fine white powder. ES/MS m/z (35Cl) 454 [M+1]+.

Provenance & Evidence