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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299921Generated: October 30, 2026

4-Bromopyridinium chloride → 4-(Furan-3-yl)pyridine

https://huagongshe.com/reaction/2299921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromopyridinium chlorideHCID 88100—
ReactantFuran-3-boronic acidHCID 2734358—
Reactant3-(Biphenyl-4-yl)furanHCID 18380293—
Product4-(Furan-3-yl)pyridineHCID 10855602100%

Reaction Steps

According to the procedure described in Example 1(a) for the preparation of 3-biphenyl-4-yl-furan, 4-bromopyridine hydrochloride (500 mg, 2.57 mmol) was coupled to fresh 3-furanboronic acid (see Thompson, W. J.; Gaudino, G. J. Org. Chem. 1984, 49, 5237-5243) to furnish 373 mg(100%) of crude 4-furan-3-yl-pyridine as an unstable solid that was used immediately. NMR and IR matched that of literature (see Ribereau, P.; Queguiner, G. Can. J. Chem. 1983, 61, 334-342 and Ishikura, M.; Ohta, T.; Terashima, M. Chem. Pharm. Bull. 1985, 33, 4755-4763).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495699B2
Source datasetuspto-grants-2002_12
ORD IDord-984679dc13514f8ab196dfdbd8f4e0de
Source noteuspto-grants-2002_12