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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057476Generated: October 26, 2026

Triethylamine → Benzyl 2-(N-((3-(methoxycarbonyl)propen-1-yl) carbonyl)-N-(2-bromophenylmethyl)amino)acetate

https://huagongshe.com/reaction/1057476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantHOAtHCID 181649—
ReactantBenzyl 2-(N-(2-bromophenylmethyl)amino)acetateHCID 18671460—
Reactanttrans-Glutaconic acid methyl esterHCID 101278073—
SolventDichloromethaneHCID 6344—
ProductBenzyl 2-(N-((3-(methoxycarbonyl)propen-1-yl) carbonyl)-N-(2-bromophenylmethyl)amino)acetateHCID 69158744—

Reaction Steps

Benzyl 2-(N-(2-bromophenylmethyl)amino)acetate was dissolved in dichloromethane (0.2 M), followed by addition of trans-glutaconic acid methyl ester (1.2 eq), triethylamine (2 eq), EDAC (1.2 eq), and HOAT (0.1 eq). After stirring for 2 hrs, the solution was washed with 10% HCl, 10% sodium carbonate, water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Flash chromatography (50% EtOAc/Hex) afforded a viscous oil. EI-MS m/z 460, 462 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06514964B1
Source datasetuspto-grants-2003_02
ORD IDord-5b110cd7f4a94972be42b8bdedc90ccf
Source noteuspto-grants-2003_02