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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820011Generated: November 2, 2026

Ethyl Acetate → HCID 57890344, compound

https://huagongshe.com/reaction/1820011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 23090827HCID 23090827—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57890344HCID 5789034444%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution (7 ml) of 4-bromo-2-fluoro-N-{2-[4-(1-pyrrolidinylmethyl)phenyl]propyl}benzamide (300 mg, 0.715 mmol) obtained in Example 5, 4-chlorophenylboronic acid (224 mg, 1.43 mmol) and 2N aqueous sodium carbonate solution (0.715 ml) in tetrahydrofuran was added tetrakistriphenylphosphine palladium (24.8 mg, 21.5 mmol) under a nitrogen atmosphere. This was stirred at 90° C. for 16 hrs, and allowed to cool to room temperature. Ethyl acetate was added to the reaction mixture, and the mixture was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by NH-silica gel column chromatography (developing solvent; ethyl acetate), and powderized with isopropyl ether to give the title compound (142 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601868B2
Source datasetuspto-grants-2009_10
ORD IDord-bec5ce6c9c2c47e3abf96f70523d5b93
Source noteuspto-grants-2009_10