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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160895Generated: November 1, 2026

Triethylamine → 3-{4-[1-(4-Bromo-phenoxy)-heptyl]-benzoylamino}-propionic acid methyl ester

https://huagongshe.com/reaction/1160895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantMethyl beta-alanateHCID 192794—
Reactant4-[1-(4-Bromo-phenoxyl)-heptyl]-benzoic acidHCID 67153429—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product3-{4-[1-(4-Bromo-phenoxy)-heptyl]-benzoylamino}-propionic acid methyl esterHCID 6715338780.1%

Reaction Steps

To a mixture of 4-[1-(4-bromo-phenoxyl)-heptyl]-benzoic acid (1700 mg, 4.35 mmol) in methylene chloride (43 mL) are added triethyl amine (1.82 mL, 13.4 mmol), DMAP (5.0 mg), 3-amino-propionic acid methyl ester (910 mg, 6.52 mmol) and EDCI (2507 mg, 13.04 mmol) at room temperature. The reaction mixture is stirred at room temperature overnight, loaded on silica gel, eluted with eluted with hexanes with a gradient from 0% of ethyl acetate to 100% of ethyl acetate giving racemic 3-{4-[1-(4-bromo-phenoxyl)-heptyl]-benzoylamino}-propionic acid methyl ester (1660 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816557B2
Source datasetuspto-grants-2010_10
ORD IDord-20e0fa61f88a43ef913bd2588ef187bd
Source noteuspto-grants-2010_10