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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521599Generated: October 30, 2026

Tricyclohexylphosphine → 5-(2-Methyl-1-(trifluoromethoxy)propan-2-yl)pyridin-3-ylboronic acid

https://huagongshe.com/reaction/1521599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclohexylphosphineHCID 75806—
ReactantPotassium AcetateHCID 517044—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant3-Bromo-5-(2-methyl-1-(trifluoromethoxy)propan-2-yl)pyridineHCID 70978801—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product5-(2-Methyl-1-(trifluoromethoxy)propan-2-yl)pyridin-3-ylboronic acidHCID 70981237—

Reaction Conditions

Temperature80 °C

Reaction Steps

A vial containing the title compound from Example 64 Step B (80 mg, 0.27 mmol), bis(pinacolato)diboron (136 mg, 0.537 mmol), tris(dibenzylideneacetone)dipalladium (0) (49.1 mg, 0.054 mmol), tricyclohexylphosphine (30.1 mg, 0.107 mmol) and potassium acetate (79 mg, 0.805 mmol) in 1,4-dioxane (1.3 mL) was flushed with nitrogen, sealed tightly and heated to 80° C. overnight. The reaction was then cooled to room temperature and passed through a syringe filter. The resulting solution was then concentrated under reduced pressure to afford 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-2ece2ab65bfc4e96a9a6be45c3c19162
Source noteuspto-grants-2015_07