HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (6-Fluoropyridin-3-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triisopropyl borate | HCID 21531 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | (6-Fluoropyridin-3-yl)boronic acid | HCID 2783397 | 74% |
Reaction Steps
5-Bromo-2-fluoropyridine was treated with n-BuLi (1.6 M in hexanes, 19.5 mL, 31.3 mmol), triisopropyl borate (7.9 mL, 34.1 mmol) and HCl(aq) (2.7 N, 28.4 mL) as for 1 to give the title compound 2 (3.0 g, 74% yield) as a brown semi-solid: 1H NMR (CD3OD) δ 8.45 (br s, 1H), 8.21 (br s, 1H), 7.01 (m, 1H). This material was used directly in Suzuki cross coupling reactions.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609708B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-6422c113768245d5ba1b6ad5f182dc44 |
| Source note | uspto-grants-2013_12 |