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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894182Generated: November 1, 2026

Potassium Acetate → {2-[(Oxan-4-yl)oxy]pyridin-4-yl}boronic acid

https://huagongshe.com/reaction/1894182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant4-Bromo-2-[(oxan-4-yl)oxy]pyridineHCID 59277755—
SolventDimethyl SulfoxideHCID 679—
Product{2-[(Oxan-4-yl)oxy]pyridin-4-yl}boronic acidHCID 57416471—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 4-Bromo-2-(tetrahydro-pyran-4-yloxy)-pyridine (0.2 g, 0.77 mmol) in DMSO (5 ml) (degassed by bubbling N2 through) was added 4,4,5,5,4′,4′,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane (0.39 g, 1.55 mmol) and potassium acetate (0.27 g, 2.31 mmol). PdCl2ddpf (0.028, 0.04 mmol) was added, the reaction mixture again degassed and then heated at 100° C. for 5 h. The compound was passed through a C18 reverse phase chromatography column to afford the desired product, used crude. MS: [MH]+ 224.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513276B2
Source datasetuspto-grants-2013_08
ORD IDord-c79f140241724c12bfd88b8e339b34d6
Source noteuspto-grants-2013_08