HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095727Generated: November 2, 2026
Sodium Azide → Tert-butyl cis-4-azido-3-fluoro-piperidine-1-carboxylate
https://huagongshe.com/reaction/1095727
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (trans)-Tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate | HCID 52324471 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl cis-4-azido-3-fluoro-piperidine-1-carboxylate | HCID 121592108 | — |
Reaction Steps
Sodium azide (4.045 g, 62.22 mmol) was added to a solution of (trans)-tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate (3.700 g, 12.44 mmol) dissolved in DMF (25 mL). The reaction was heated to 115° C. for 24 hours. The mixture was cooled and diluted with water and methylene chloride. After separation, the organic layer was dried over Na2SO, filtered and concentrated in vacuo to provide the desired product (quantitative yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138181B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-3fbc656051524f20aa5cd4c6cddec8ac |
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| Source note | uspto-grants-2012_03 |
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