Tolmetin → HCID 131730794, compound

Participants

Reaction Steps

Diisopropyl ether was added drop wise to a solution of (S)-duloxetine (289 mg, 0.97 mmol) and tolmetin (500 mg, 1.94 mmol, 2 eq) in ethyl acetate (1 mL) at reflux until precipitation started. Following, the minimum amount of ethyl acetate was added drop wise to reach complete dissolution again. The solution was then cooled to room temperature, and slowly stirred during 48 h. The resulting suspension was filtered off, washed with cold ethyl acetate and dried under vacuum (10 mm Hg) at 40° C. for 4 hours to give a solid corresponding to a 1:2 ratio (S)-duloxetine-tolmetin co-crystal (700 mg, 89% yield).

Provenance & Evidence