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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185363Generated: November 3, 2026

Potassium Phosphate, Tribasic → HCID 58464728, compound

https://huagongshe.com/reaction/1185363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantCyclopropylboronic acidHCID 2760897—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 58464908HCID 58464908—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventAcetonitrileHCID 6342—
ProductHCID 58464728HCID 5846472860.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

In a microwave reaction vessel equipped with stir bar was charged 2-(5-bromo-2-fluoro-3-methylphenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione (300 mg, 0.9 mmol), cyclopropylboronic acid (220 mg, 2.6 mmol), palladium acetate (14 mg, 0.06 mmol), S-Phos (50 mg, 0.12 mmol) and potassium phosphate (560 mg, 2.6 mmol). Degassed toluene (15 mL) was added. The reaction was heated under microwave at 120° C. for 15 min. LCMS indicated completion of the reaction. The mixture was diluted with acetonitrile and filtered through a pad of Celite and washed with copious amount of acetonitrile. The filtrate was concentrated in vacuo and the residue was absorbed on Celite from an acetone solution. The resulting powder was subjected to Isco flash chromatography eluted with 0 to 70% acetonitrile in ether to give a light yellow oil, 2-(5-cyclopropyl-2-fluoro-3-methylphenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione (167 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669361B2
Source datasetuspto-grants-2014_03
ORD IDord-6535b708ceb64fd2b2ba7aff09e9ef67
Source noteuspto-grants-2014_03