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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913357Generated: November 2, 2026

Hydrochloric Acid → (6-Methoxypyridin-3-yl)boronic acid

https://huagongshe.com/reaction/1913357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant5-Bromo-2-methoxypyridineHCID 2734895—
ReactantButyllithiumHCID 178418339—
Product(6-Methoxypyridin-3-yl)boronic acidHCID 273436889%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609708B2
Source datasetuspto-grants-2013_12
ORD IDord-2d60579449424923bf47ca19538a9590
Source noteuspto-grants-2013_12