HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (6-Methoxypyridin-3-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triisopropyl borate | HCID 21531 | — |
| Reactant | 5-Bromo-2-methoxypyridine | HCID 2734895 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | 89% |
Reaction Steps
5-Bromo-2-methoxypyridine (5.0 mL, 39.1 mmol) was treated with n-BuLi (1.6 M in hexanes, 26.9 mL, 43.0 mmol), triisopropyl borate (10.8 mL, 46.9 mmol) and HCl(aq) (2.7 N, 37.6 mL) as for 1 to give the title compound 3 (4.3 g, 89% yield) as a white solid: 1H NMR (CD3OD) δ 8.42 (m, 1H), 7.95 (br s, 1H), 6.76 (br s, 1H), 3.91 (s, 3H). 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-2d60579449424923bf47ca19538a9590 |
| Source note | uspto-grants-2013_12 |