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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521598Generated: October 25, 2026

Tricyclohexylphosphine → [5-(Oxetan-3-yl)pyridin-3-yl]boronic acid

https://huagongshe.com/reaction/1521598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclohexylphosphineHCID 75806—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant3-Bromo-5-(oxetan-3-YL)pyridineHCID 72698754—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product[5-(Oxetan-3-yl)pyridin-3-yl]boronic acidHCID 89961635—

Reaction Conditions

Temperature80 °C

Reaction Steps

A vial containing the title compound from Example 63 Step A (45 mg, 0.21 mmol), bis(pinacolato)diboron (107 mg, 0.420 mmol), tris(dibenzylideneacetone)dipalladium (0) (38.5 mg, 0.042 mmol), tricyclohexylphosphine (23.6 mg, 0.084 mmol) and potassium acetate (61.9 mg, 0.631 mmol) in dioxane (1.0 mL) was flushed with nitrogen, sealed tightly and heated to 80° C. overnight. The reaction was then passed through a syringe filter and concentrated under reduced pressure to provide the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-bfb3c49e7d86446fbc4a28cdd1e56d9a
Source noteuspto-grants-2015_07