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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227273Generated: October 25, 2026

Triethylamine → 2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethy}-benzoic acid ethyl ester

https://huagongshe.com/reaction/227273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-(2-methoxyethyl)-3-piperidin-4-yl-1H-indoleHCID 11737020—
Reactant5-Bromomethyl-2-methoxybenzoic acid ethyl esterHCID 68893946—
SolventDichloromethaneHCID 6344—
Product2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethy}-benzoic acid ethyl esterHCID 6897046587.9%

Reaction Steps

Over a solution of 6.5 g (0.025 mol) of 1-(2-methoxyethyl)-3-piperidin-4-yl-1H-indole in 90 ml of dichloromethane and 3.9 ml (0.026 mol) of triethylamine, a solution of 7.2 g (0.026 mol) of 5-bromomethyl-2-methoxy-benzoic acid ethyl ester in 15 ml of dichloromethane was added. The crude mixture was stirred at room temperature for 24 hours. After standard work-up and purification by chromatography over silica gel, 9.9 g (70% of yield) of 2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethy}-benzoic acid ethyl ester were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560471B2
Source datasetuspto-grants-2009_07
ORD IDord-ba98b9a34d0b46e9bb9b77d83bdda0fe
Source noteuspto-grants-2009_07