Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86702802 | HCID 86702802 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86702801 | HCID 86702801 | 131% |
Reaction Steps
To the solution of (1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)methylmethanesulfonate (CIX) (0.48 g, 1.98 mmol) in DMF (20 mL) was added NaI (0.06 g, 0.40 mmol) and NaN3 (0.15 g, 2.38 mmol). The mixture was stirred at 60° C. overnight. The reaction mixture was diluted with EtOAc, washed with 10% aqueous Na2S2O3, brine, dried over anhydrous MgSO4, and concentrated under vacuum to give 6-(azidomethyl)benzo[c][1,2]oxaborol-1(3H)-ol (CX) (0.49 g, impure). The crude product was used without further purification for step 7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933018B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-536de4e2614d45109363b4471d06cfa8 |
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| Source note | uspto-grants-2015_01 |
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