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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075675Generated: November 1, 2026

Potassium Carbonate → 4-{3-[2-(Benzhydrylidene-amino)-4-(4-fluoro-phenyl)-quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrile

https://huagongshe.com/reaction/2075675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant4-{3-[2-(Benzhydrylidene-amino)-4-chloro-quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrileHCID 86613826—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-{3-[2-(Benzhydrylidene-amino)-4-(4-fluoro-phenyl)-quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrileHCID 86613828—

Reaction Conditions

Temperature80 °C

Reaction Steps

3c (400 mg, 0.72 mmol), 4-fluorobenzeneboronic acid (150 mg, 1.07 mmol), potassium carbonate (247 mg, 1.79 mmol), and Pd(PPh3)4 (82 mg, 0.07 mmol) were dissolved in 2:1 DME:H2O (10 mL) at degassed for 5 minutes with N2. The reaction was then sealed and heated to 80° C. overnight. After cooling to room temperature, the reaction was concentrated and purified by silica gel chromatography (10% MeOH in CH2Cl2) to give the desired product, 3d.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-f63129d700284a968933d3328c5db0f4
Source noteuspto-grants-2011_04