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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500252Generated: October 31, 2026

Potassium Carbonate → HCID 67224332, compound

https://huagongshe.com/reaction/500252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Aminopyrimidine-5-boronic acid, pinacol esterHCID 17750212—
Reactant864866-56-8HCID 23158197—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67224332HCID 6722433246%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of potassium carbonate (0.10 g, 0.75 mmol) in water (0.7 mL) was added to a mixture of 5-bromo-2-cyclopropylisoindolin-1-one (0.095 g, 0.38 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (0.12 g, 0.56 mmol), and tetrakis(triphenylphosphine)palladium (0.02 g, 0.02 mmol) in toluene (1.4 mL) and ethanol (0.7 mL). The resulting mixture was heated at 120° C. for 15 min. The reaction mixture was then quenched with saturated sodium bicarbonate (5 mL) and extracted with EtOAc. The organic layers were washed with brine, dried with anhydrous Na2SO4, filtered, and concentrated. The residue was purified by chromatography on silica gel with 10% methanol in dichloromethane to afford the desired product (0.046 g, 46%). LCMS: (M+H)=267.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767675B2
Source datasetuspto-grants-2010_08
ORD IDord-8022841bad7d485d89ebc35ebb236d51
Source noteuspto-grants-2010_08