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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963982Generated: November 1, 2026

1-Hydroxybenzotriazole → 5-Chloro-2-([(2-oxo-2-([4-(pyridin-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid

https://huagongshe.com/reaction/1963982

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Pyridin-4-yl)anilineHCID 1512654—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acidHCID 51039954—
SolventDimethylacetamideHCID 31374—
Product5-Chloro-2-([(2-oxo-2-([4-(pyridin-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acidHCID 4423252387.3%

Reaction Steps

0.75 g (2.5 mmol) of (2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethoxy)acetic acid, 0.43 g (2.5 mmol) of 4-(pyridin-4-yl)aniline, 0.58 g (3.0 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 0.41 g (3.0 mmol) of 1-hydroxybenzotriazole were stirred in 5.3 mL of DMA for 2 hours. After completion of the reaction, the reaction solution was introduced into an aqueous sodium bicarbonate solution. The solid was separated by filtration, and washed with water to give 0.96 g of 5-chloro-2-([(2-oxo-2-([4-(pyridin-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415479B2
Source datasetuspto-grants-2013_04
ORD IDord-d83b61fa65724613988335ae307054e3
Source noteuspto-grants-2013_04