Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 23401710 | HCID 23401710 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | HCID 53901294 | HCID 53901294 | 98% |
Reaction Steps
To a solution of 4-chloro-N-(2,5-difluorophenyl)-N-[(R)-1-methyl-4-bromobutyl]-benzenesulfonamide (0.505 g, 1.12 mmol) in THF/H2O (8/2, 10 mL) was added sodium azide (0.363 g, 5.58 mmol) at 22° C. The resulting mixture was allowed to stir at 22° C. for 10 days. The mixture was extracted with ether (3×20 mL). The combined organic extracts were washed with sat. NaHCO3, dried over MgSO4, filtered, and concentrated under reduced pressure. Silica gel chromatography (1:9 ethyl acetate:hexanes) of the concentrate afforded 0.455 g of 4-chloro-N-(2,5-difluorophenyl)-N-[(R)-1-methyl-4-azidobutyl]benzenesulfonamide as a colorless oil in 98% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06967196B1 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-daa3f0542cb04633b0f03cf1ef0ac54a |
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| Source note | uspto-grants-2005_11 |
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