Water → Sitagliptin

Participants

Reaction Conditions

Reaction Steps

Sitagliptin phosphate (80 g) was mixed with water (720 ml) and MTBE (240 ml) and cooled to 0° C. The mixture was basified with 33% KOH solution to pH 11, and the mixture was then warmed to 20° C. The phases were separated and the aqueous phase was extracted with MTBE (120 ml×2). This procedure was performed on an additional Sitagliptin phosphate batch (80 g). The combined organic layers were stirred 18 hours at −15° C. A white slurry mixture was obtained. The product was isolated by vacuum filtration, washed with MTBE (500 ml) and dried in a vacuum oven at 40° C. for 3 days to obtain Sitagliptin base (110.19 g, 85% yield).

Provenance & Evidence