Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86591977 | HCID 86591977 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86591976 | HCID 86591976 | 52% |
Reaction Steps
To a solution of 17 (400 mg, 1.0 mmol) in DMF (2 mL) was added NaN3 (97 mg, 1.5 mmol). The reaction mixture was heated at 100° C. (oil bath) for 20 h. The solvent was removed in vacuo and the residue was partitioned between EtOAc/H2O. The EtOAc layer was washed with H2O (2×20 mL), brine (1×20 mL) and dried over MgSO4. EtOAc was evaporated and the crude material was purified by silica gel chromatography using EtOAc/Hexane. Product 15 was obtained as a white solid (140 mg; yield 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07160535B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-34157cf368f049428f35713e3396f32a |
|---|
| Source note | uspto-grants-2007_01 |
|---|