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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778310Generated: October 30, 2026

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl → HCID 118324140, compound

https://huagongshe.com/reaction/1778310

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantB-[(1E)-2-(3-Fluorophenyl)ethenyl]boronic acidHCID 16217749—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
ReactantHCID 118323959HCID 118323959—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 118324140HCID 118324140—

Reaction Conditions

Temperature30 °C

Reaction Steps

A mixture of (4-bromo-2-(tert-butoxy)quinolin-6-yl)(4-chlorophenyl)methanone (157 mg, 0.375 mmol), (E)-(3-fluorostyryl)boronic acid (105.8 mg, 0.637 mmol), Pd(OAc)2 (8.42 mg, 0.0375 mmol), SPhos (30.79 mg, 0.0375 mmol), and K3PO4.H2O (159 mg, 0.75 mmol) in anhydrous THF (2.5 mL) was stirred at 30° C. overnight. The reaction was diluted with EtOAc and water. The organics were concentrated and purified by silica column chromatography (20% EtOAc/heptanes) to yield (E)-(2-(tert-butoxy)-4-styrylquinolin-6-yl)(4-chlorophenyl)methanone. (ES, m/z) [M-tBu]+ 404, 405, 407

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266835B2
Source datasetuspto-grants-2016_02
ORD IDord-ceef7cc233dc45e1a1349db0da498a94
Source noteuspto-grants-2016_02