HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → 4-(2-Bromo-5-fluorophenoxy)-1-[5-(2H-tetrazol-5-yl)-1,3,4-thiadiazol-2-yl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Pyridinium hydrochloride | HCID 21584435 | — |
| Reactant | 5-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]-1,3,4-thiadiazole-2-carbonitrile | HCID 53388527 | — |
| Reactant | MeOH Et2O heptane | HCID 86620456 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-(2-Bromo-5-fluorophenoxy)-1-[5-(2H-tetrazol-5-yl)-1,3,4-thiadiazol-2-yl]piperidine | HCID 53388366 | — |
Reaction Steps
The title compound was prepared in a similar manner as described in Example 1, Step 3, with 5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,3,4-thiadiazole-2-carbonitrile (15.6 g), NaN3 (13.2 g, 204 mmol) and pyridinium hydrochloride (9.47 g, 82.0 mmol) in NMP (70 mL), and purification by trituration with a mixture of MeOH/Et2O/heptane to afford the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063224B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-a8aeeea80efa4a19b1daaa5a422565ac |
| Source note | uspto-grants-2011_11 |