反应详情

To a solution of benzyl N-[(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl]-1-(3-hydroxyadamantan-1-yl)-2-oxo-ethyl]carbamate (10 gm) of formula-IX in acetonitrile, 5% Pd/C (50% wet, 1 gm) was added. Hydrogen gas was bubbled through the reaction mass for 4 hrs at 20-25° C. After complete conversion of starting material, the reaction mass was filtered. The filtrate was evaporated to yield SAXAGLIPTIN free base of formula-I as a foamy solid. To the solid ethyl acetate (5 ml), 20 micro liters of water and n-hexane (20 ml) were added, the mixture stirred at 0-5° C. and the white solid formed was filtered to yield 7.06 gm (95%) of SAXAGLIPTIN MONO HYDRATE of formula-XII. The solid obtained was dissolved in ethyl acetate (30 ml), 2.15 ml of concentrated hydrochloric acid added at 20-25° C., stirred for one hour and the white solid formed was filtered to yield saxagliptin dihydrate mono-hydrochloride of formula-II.

1. customHydrogen gas was bubbled through the reaction mass for 4 hrs at 20-25° C
2. filtrationAfter complete conversion of starting material, the reaction mass was filtered
3. customThe filtrate was evaporated