Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 68813487 | HCID 68813487 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68814041 | HCID 68814041 | 24.4% |
Reaction Steps
A mixture of tert-butyloxy-2-cyanopyrrolidine (3 g, 15.3 mmol), sodium azide (1.49 g, 23.0 mmol) and ammonium chloride (1.22 g, 23 mmol) in DMF (15 ml) were heated at 95° C. for 48 hours. The reaction was then partitioned between ethyl acetate and water. The organics were separated, dried (MgSO4) and the volatiles removed by evaporation. The residue was triturated with diethyl ether and collected by filtration to give the title compound (0.79 g, 22%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579349B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-6a3153792772473397fd013504311dbc |
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| Source note | uspto-grants-2009_08 |
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