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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503694Generated: October 26, 2026

Ethyl Acetate → HCID 11698145, compound

https://huagongshe.com/reaction/503694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant6-Ethoxy-2-naphthaleneboronic acidHCID 4641693—
Reactant2-Iodo-5-[(2-phenylbutanoyl)amino]benzamideHCID 59428485—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11698145HCID 11698145—

Reaction Conditions

Temperature80 °C

Reaction Steps

1.5 ml of saturated aqueous sodium carbonate solution, 40 mg (0.18 mmol) of 6-ethoxy-2-naphthaleneboronic 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). 26 mg (44% of theory) of product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776922B2
Source datasetuspto-grants-2010_08
ORD IDord-963dd3e2b5424eca86f99102b4747ce3
Source noteuspto-grants-2010_08