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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503695Generated: October 26, 2026

Ethyl Acetate → 5-[(2-Phenylbutanoyl)amino]-2-(5-phenyl-2-thienyl)benzamide

https://huagongshe.com/reaction/503695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant(5-Phenylthiophen-2-yl)boronic acidHCID 2776315—
Reactant2-Iodo-5-[(2-phenylbutanoyl)amino]benzamideHCID 59428485—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product5-[(2-Phenylbutanoyl)amino]-2-(5-phenyl-2-thienyl)benzamideHCID 11561260—

Reaction Conditions

Temperature80 °C

Reaction Steps

1.5 ml of saturated aqueous sodium carbonate solution, 37 mg (0.18 mmol) of 5-phenyl-2-thiopheneboronic acid and 14 mg (0.01 mmol) of tetrakis(triphenylphosphine)palladium are added to 50 mg (0.12 mmol) of the compound of Example 5A in 3 ml of dioxane. The mixture is stirred at 80° C. overnight and, after addition of 50 ml of ethyl acetate, extracted three times with 50 ml of water. The organic phase is dried over magnesium sulfate and freed of solvent under reduced pressure. The residue is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 10:90→95:5). 18 mg (30% of theory) of product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776922B2
Source datasetuspto-grants-2010_08
ORD IDord-f7e3cb82195d45bc99f307a5d237b22b
Source noteuspto-grants-2010_08