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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862633Generated: October 25, 2026

Water → 6,7-Dimethoxy-4-(3,4-dimethoxyphenyl)-2-(2-ethylimidazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/862633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-EthylimidazoleHCID 66130—
ReactantEthyl 2-chloromethyl-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylateHCID 10813243—
SolventDimethylformamideHCID 6228—
Product6,7-Dimethoxy-4-(3,4-dimethoxyphenyl)-2-(2-ethylimidazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl esterHCID 1081542274%

Reaction Steps

Oily sodium hydride (60%, 0.323 g) was added to a solution of 2-ethylimidazole (0.776 g) in N,N-dimethylformamide (30 ml), and the mixture was stirred at room temperature for 15 minutes. Then ethyl 2-chloromethyl-6,7-dimethoxy-4-(3,4-dimethoxyphenyl)quinoline-3-carboxylate(3.0 g) was added. The mixture was stirred at 80° C. for 1 hour and poured into water, and the resulting crystals were collected by filtration and recrystallized from ethanol to give ethyl 2-(2-ethylimidazol-1-ylmethyl)-6,7-dimethoxy-4-(3,4-dimethoxyphenyl)quinoline-3-carboxylate (2.5 g, 74%). Colorless prisms. mp. 163°-164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719157
Source datasetuspto-grants-1998_02
ORD IDord-374fb53d54c440ed9c27140d8011891c
Source noteuspto-grants-1998_02