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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114182Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-(2-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetoxymethyl)-2-phenylmalonic acid diethyl ester

https://huagongshe.com/reaction/2114182

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantDiethyl 2-(hydroxymethyl)-2-phenylmalonateHCID 22236963—
Reactant{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetic acidHCID 23130252—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventAcetoneHCID 180—
Product2-(2-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetoxymethyl)-2-phenylmalonic acid diethyl esterHCID 1141158250%

Reaction Steps

4-Dimethylaminopyridine (53 mg), 2-hydroxymethyl-2-phenylmalonic acid diethyl ester (116 mg) and {3-dimethylcarbamoyl-4-[(4′-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetic acid (176 mg) were dissolved in acetone (5 mL), and to the solution was added WSC (104 mg). The mixture was stirred at room temperature for 3 hours and then concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:1) to give 2-(2-{3-dimethylcarbamoyl-4-[(4′-trifluoromethylbiphenyl-2-carbonyl)amino]phenoxy}acetoxymethyl)-2-phenylmalonic acid diethyl ester (133 mg) as a colorless solid (m.p. 132-138° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432392B2
Source datasetuspto-grants-2008_10
ORD IDord-b1971e0eba7e45ef84237b83481160da
Source noteuspto-grants-2008_10