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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412534Generated: October 27, 2026

Triethylamine → 7-[1-(2,6-Dimethylpyridin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester

https://huagongshe.com/reaction/412534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloro-2,6-dimethylpyridineHCID 588175—
Reactant7-(4-Ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl esterHCID 11155204—
SolventEthanolHCID 702—
Product7-[1-(2,6-Dimethylpyridin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl esterHCID 6006415492.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 7-(4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester (140 mg) in ethanol (3 ml) were added triethylamine (0.05 ml) and 4-chloro-2,6-dimethylpyridine (Journal of Heterocyclic Chemistry, vol. 27, p. 1841 (1990)) (45 mg) and the mixture was stirred at 150° C. for 25 hours in a sealed tube. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=4:1) and dried under reduced pressure to give the title compound (160 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-c211d77b3f2642bfb3e7d5503c8f0607
Source noteuspto-grants-2003_05