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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628218Generated: November 3, 2026

Potassium Phosphate, Tribasic → 6-Methoxy[3,4'-bipyridin]-5-amine

https://huagongshe.com/reaction/1628218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant5-Bromo-2-methoxypyridin-3-amineHCID 44754869—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Product6-Methoxy[3,4'-bipyridin]-5-amineHCID 1394247274%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a flask were weighed 5-bromo-2-methoxypyridin-3-amine, 11.1.A, (1 g, 4.9 mmol), pyridin-4-ylboronic acid (0.73 g, 5.9 mmol), X-Phos (0.47 g, 0.99 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.22 g, 0.25 mmol), and Potassium phosphate tribasic (3.13 g, 14.8 mmol). N-butanol was added as a solvent and the reaction mixture was heated at 110° C. for 3 hr. The solids were filtered off through a pad of celite. The filtrate was concentrated and chromatographed by gradient EtOAc/DCM and then 10% MeOH/DCM to afford 730 mg of 11.1.B (74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785468B2
Source datasetuspto-grants-2014_07
ORD IDord-15c5780ec2ea4453ab6dbf71b7bcc3e3
Source noteuspto-grants-2014_07