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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913356Generated: November 1, 2026

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

https://huagongshe.com/reaction/1913356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
ReactantButyllithiumHCID 178418339—
Product(6-Fluoropyridin-3-yl)boronic acidHCID 278339774%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609708B2
Source datasetuspto-grants-2013_12
ORD IDord-6422c113768245d5ba1b6ad5f182dc44
Source noteuspto-grants-2013_12