Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 58869139 | HCID 58869139 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 58869127 | HCID 58869127 | 101.5% |
Reaction Steps
To a solution of methanesulfonic acid (R)-7-(3-fluoro-benzenesulfonyl)-chroman-2-ylmethyl ester (2.0 g, 4.99 mmol) in 30 mL of NMP was added sodium azide (1.55 g, 0.024 mol). The reaction mixture was heated to 75° C. with stirring for two hours. The reaction was quenched by addition of water, and the resulting mixture was extracted with diethyl ether. The combined organic layers were washed with water and brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (hexanes:EtOAc 3:2) to give 1.76 g (quantitative) of C—[(R)-7-(3-fluoro-benzenesulfonyl)-chroman-2-yl]-methyl azide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07754759B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-bb66819680464eb8b2e7db382a44c4c1 |
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| Source note | uspto-grants-2010_07 |
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