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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521610Generated: October 31, 2026

Tricyclohexylphosphine → [5-[1-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)cyclopropyl]-3-pyridinyl]boronic acid

https://huagongshe.com/reaction/1521610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclohexylphosphineHCID 75806—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant3-Bromo-5-[1-(3-cyclopropyl-1,2,4-oxadiazol-5-yl)cyclopropyl]pyridineHCID 89961707—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product[5-[1-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)cyclopropyl]-3-pyridinyl]boronic acidHCID 89961641—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a vial containing the title compound from Example 72 Step B (0.03 g, 0.10 mmol), bis(pinacolato)diboron (0.050 g, 0.20 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.018 g, 0.020 mmol), tricyclohexylphosphine (11 mg, 0.039 mmol) and potassium acetate (0.029 g, 0.294 mmol) was added 1,4-dioxane (1.0 ml). The vial was capped tightly and heated to 80° C. overnight. The reaction was then concentrated under reduced pressure to provide the title compound: LCMS m/z 245.70 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-65aabc83fbb44bce896ead2c4425b322
Source noteuspto-grants-2015_07