Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 131730058 | HCID 131730058 | — |
| Solvent | Water | HCID 962 | — |
| Product | Sitagliptin | HCID 4369359 | 92.6% |
Reaction Steps
10% sodium hydroxide solution (15 mL) is added to a mixture of ethyl acetate (25 mL), water (20 mL), and sitagliptin di-p-tolyl-tartarate salt (8.0 g) under stirring at about 5° C. The mixture is stirred for about 30 minutes. The layers are separated and the aqueous layer is extracted with ethyl acetate (50 mL). The combined organic layer is distilled off completely to afford 4.1 g of sitagliptin freebase.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08969558B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-167f16c2196b478cafd1dfda415fbc31 |
|---|
| Source note | uspto-grants-2015_03 |
|---|