HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → (R)-5-(1-Boc-pyrrolidin-2-YL)-1H-tetrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | tert-butyl (2R)-2-cyanopyrrolidine-1-carboxylate | HCID 2756788 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-5-(1-Boc-pyrrolidin-2-YL)-1H-tetrazole | HCID 24780601 | 52.2% |
Reaction Steps
The title compound of Example 11 (8.34 g, 42.5 mmol), sodium azide (3.04 g, 46.8 mmol), and ammonium chloride (2.50 g, 46.8 mmol) were stirred in DMF (30 mL) at 100° C. for 12 h. The reaction was concentrate and partitioned with DCM and 3 M HCl. The organic extracts were dried over sodium sulphate, filtered and concentrated. The resulting solid was triturated with ether and filtered to afford the title product (5.31 g, 52%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678796B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-47630bc9f0904c589f04c7fd40f9e549 |
| Source note | uspto-grants-2010_03 |