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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514705Generated: October 29, 2026

Potassium Carbonate → HCID 86729612, compound

https://huagongshe.com/reaction/514705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactant3,4-Dihydro-2H-1-benzopyran-8-ylboronic acidHCID 53438464—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 86729612HCID 8672961278.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A batch with 2,4-dichloro-5-fluoropyrimidine (565 mg; 3.28 mmol; Aldrich Chemical Company Inc.), 3,4-dihydro-2H-chromen-8-ylboronic acid (643 mg; 3.61 mmol; Parkway Scientific LLC) and bis(triphenylphosphine)palladium(II)chloride (230 mg; 0.33 mmol) in 1,2-dimethoxyethane (5.4 mL) and 2 M solution of potassium carbonate (4.9 mL) was degassed using argon. The batch was stirred under argon for 16 hours at 90° C. After cooling the batch was diluted with ethyl acetate and washed with brine. The organic phase dried (sodium sulfate), filtered and concentrated. The residue was purified by chromatography (hexane/ethyl acetate 2%-20%) to give the desired product (701 mg; 2.57 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108926B2
Source datasetuspto-grants-2015_08
ORD IDord-e63fa830c2ef4debb72bfddf796b2301
Source noteuspto-grants-2015_08