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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257901Generated: November 1, 2026

Potassium Carbonate → HCID 67223256, compound

https://huagongshe.com/reaction/1257901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Aminopyrimidine-5-boronic acid, pinacol esterHCID 17750212—
ReactantMethyl 4-Bromo-2-chlorobenzoateHCID 22058730—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67223256HCID 6722325659.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of potassium carbonate (0.39 g, 2.8 mmol) in water (3 mL) was added to a mixture of methyl 4-bromo-2-chlorobenzoate (0.49 g, 2.0 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (0.31 g, 1.4 mmol), and tetrakis(triphenylphosphine)palladium (0.08 g, 0.07 mmol) in toluene (5.3 mL) and ethanol (3 mL). The resulting mixture was heated at 120° C. for 15 min. The reaction mixture was extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was recrystallized from methanol and ether. The precipitate was collected by filtration, and washed with ether to afford the desired product (0.22 g, 59%). LCMS: (M+H)=264.0/266.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461330B2
Source datasetuspto-grants-2013_06
ORD IDord-41bd41c8ae1246329fd6cb87fd4fc1ec
Source noteuspto-grants-2013_06