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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547742Generated: October 29, 2026

2-Bromopyridine → 6'-Methoxy-2,3'-bipyridyl

https://huagongshe.com/reaction/547742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
CatalystTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product6'-Methoxy-2,3'-bipyridylHCID 10899365118.8%

Reaction Steps

6-Methoxy-3-pyridylboronic acid (105 g), 2-bromopyridine (90 g), palladium acetate (3.21 g), triphenylphosphine (15 g), potassium carbonate (237 g), 1,2-dimethoxyethane (900 mL) and water (900 mL) were heated under reflux for 5 hours and 40 minutes under stirring. After cooling the reaction solution, ethyl acetate (1 L) was added thereto to extract. The organic layer was washed with 1 L of 10% aqueous solution of ammonium chloride, 1 L of 10% aqueous ammonia and 1 L of 10% saline, and then evaporated, to give 126 g (87%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939549B2
Source datasetuspto-grants-2011_05
ORD IDord-463c3ac2002c4158a4e566782ccc0980
Source noteuspto-grants-2011_05