Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 13042967 | HCID 13042967 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21070649 | HCID 21070649 | — |
Reaction Steps
To a stirred solution of the bromide (70 mg, 0.27 mmol, Example 307) in dimethylformamide (3 mL), sodium azide (80 mg, 1.23 mmol) was added and the mixture was stirred at 84° C. overnight. The solvent was removed and the residue was chromatographed (50% ethyl acetate/hexanej to give the desired product as a colorless oil. 51 mg, 86%. H1NMR (300MHz, CDCl3), ppm: 1.60-1.70 (m), 1 H; 2.05-2.20(m), 1 H; 2.80-3.05 (m), 2 H; 2.83 (s), 3H; 3.10 (br), 1 H (OH); 3.40-3.51 (m), 1 H; 3.51-3.62 (m), 1 H. 3.65-3.80 (m), 2 H.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07615634B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-0a2c3cc7dd9d4784831b160000458410 |
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| Source note | uspto-grants-2009_11 |
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