Hydrochloric Acid → 945667-22-1

Temperature

27.5 °C

The compound of Boc protected (amino group protected by Di-tert-butyl dicarbonate group) saxagliptin (5.0 g gm) was dissolved in methylene chloride (40 ml); and the concentrated hydrochloric acid (4 ml) was added to the above solution. The reaction mixture was stirred for 4 hrs at 25-30° C. After the completion of the reaction, purified water (40 ml) was added to the reaction mixture at 25-30° C. and the pH was adjusted to 9-10 by the addition of potassium carbonate at the same temperature. Methylene chloride (20 ml) was added to the reaction mixture and stirred. The methylene chloride layer was separated and distilled under vacuum. The resulting residue was mixed with ethylacetate (25 ml) and treated with purified water. The contents were stirred, the resultant solid was filtered under vacuum and dried at 50-55° C. for 6 hrs. Yield: 75%.

1. customAfter the completion of the reaction
2. custompurified water (40 ml)
3. additionwas added to the reaction mixture at 25-30° C.
4. additionthe pH was adjusted to 9-10 by the addition of potassium carbonate at the same temperature
5. additionMethylene chloride (20 ml) was added to the reaction mixture
6. stirringstirred
7. customThe methylene chloride layer was separated
8. distillationdistilled under vacuum
9. additionThe resulting residue was mixed with ethylacetate (25 ml)
10. additiontreated with purified water
11. stirringThe contents were stirred
12. filtrationthe resultant solid was filtered under vacuum
13. customdried at 50-55° C. for 6 hrs

ORD record

ord-b7fad8f2def04bb1bb7c303dfdf508ce

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09199933B2