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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277745Generated: November 2, 2026

Potassium Carbonate → HCID 86729612, compound

https://huagongshe.com/reaction/2277745

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; Aldrich Chemical Company Inc.) in 1,2-dimethoxyethane (5.4 ml) and 2M 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 saturated aqueous sodium chloride solution. The organic phase was 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 numberUS09133171B2
Source datasetuspto-grants-2015_09
ORD IDord-dd35cd4cd8394b1cb235c470014bd3eb
Source noteuspto-grants-2015_09