Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86635694 | HCID 86635694 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86635695 | HCID 86635695 | — |
Reaction Steps
(S)-3-(tert-Butoxycarbonylamino)-4-(4-(trifluoromethyl)phenyl)butyl methanesulfonate from the previous reaction was dissolved in 25 mL DMF and NaN3 (1.3 g, 20 mmol) was added. The mixture was heated to 70° C. for 4 hours and cooled back to room temperature. Water and EtOAc were added and the phases were separated. The aqueous phase was extracted with EtOAc (3×100 mL) and the combined organic layers were dried over MgSO4 and evaporated. Glass column chromatography (10% EtOAc in hexanes) provided the title compound as white solid. LCMS (API-ES) m/z (%): 259.0 (100%, M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07897619B2 |
|---|
| Source dataset | uspto-grants-2011_03 |
|---|
| ORD ID | ord-9038d007d9034a3a80eeef61188692b6 |
|---|
| Source note | uspto-grants-2011_03 |
|---|