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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360701Generated: October 31, 2026

Ethanol → HCID 16065180, compound

https://huagongshe.com/reaction/1360701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 16065592HCID 16065592—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 16065180HCID 16065180—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 1-(4-bromo-2,6-difluorophenyl)-6-(4-fluorophenyl)-2H-quinolizin-2-one Example 44, 74 mg, 0.17 mmol) in toluene (5 mL) was added pyrimidin-5-ylboronic acid (42 mg, 0.34 mmol), tetrakis(triphenylphosphine)palladium (196 mg, 0.017 mmol), EtOH (0.5 mL) and 2N Na2CO3 (0.5 mL), and heated to 90° C. for 12 h. After cooling the reaction to room temperature, the mixture was concentrated. The crude residue was dissolved in EtOAc and washed with water, brine, dried over MgSO4, and concentrated. The crude material was purified using silica gel chromatography (CH2Cl2/EtOAc/MeOH) to give title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879875B2
Source datasetuspto-grants-2011_02
ORD IDord-ce97a422356b4595b61c1fb5ac37cf38
Source noteuspto-grants-2011_02