HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623903Generated: October 30, 2026
Sodium Azide → (S)-4-(1-Azido-2-(tert-butyldimethylsilyloxy)ethyl)pyridine
https://huagongshe.com/reaction/1623903
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (R)-2-(tert-Butyldimethylsilyloxy)-1-(pyridin-4-yl)ethyl Methanesulfonate | HCID 86669654 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-4-(1-Azido-2-(tert-butyldimethylsilyloxy)ethyl)pyridine | HCID 86669655 | — |
Reaction Steps
(R)-2-(tert-Butyldimethylsilyloxy)-1-(pyridin-4-yl)ethyl methanesulfonate was taken in DMF, and sodium azide (61.6 mg, 0.947 mmol) was added. The reaction mixture was warmed to 40° C., and stirred overnight. The solvent was evaporated, and the residue was purified by silica gel column chromatography to give the title compound as a colorless oil (58 mg). LCMS m/z=279.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778950B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-8dd79969845f4a189dfb5cd1c099b252 |
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| Source note | uspto-grants-2014_07 |
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