HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → (1R*,2R*,5R*)-8-(4-Azidobut-2-ynyl)-2-{[3,5-bis(trifluoromethyl)phenyl]-methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (1R*,2R*,5R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-8-(4-chlorobut-2-ynyl)-1-phenyl-8-azabicyclo[3.2.1]octane | HCID 86586646 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (1R*,2R*,5R*)-8-(4-Azidobut-2-ynyl)-2-{[3,5-bis(trifluoromethyl)phenyl]-methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane | HCID 86586648 | — |
Reaction Steps
(1R*,2R*,5R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-8-(4-chlorobut-2-ynyl)-1-phenyl-8-azabicyclo[3.2.1]octane (Description 26; 254 mg, 0.49 mmol) and sodium azide (35 mg, 0.54 mmol) were stirred in dimethylformamide (3 ml) at room temperature overnight. The reaction mixture was diluted with water and the product extracted with ethyl acetate (×3), dried (MgSO4) and concentrated in vacuo to give the title compound as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06727249B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-e8e1af85e0364b6791dcd0d9aedc7161 |
| Source note | uspto-grants-2004_04 |