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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377412Generated: October 27, 2026

Methanol → 2-[4-[2-(1-Imidazolyl)ethoxy]phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene Dioxalate

https://huagongshe.com/reaction/377412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium HydroxideHCID 14923—
Reactant1-(2-Chloroethyl)imidazoleHCID 2757504—
Reactant4-[3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophen-2-yl]phenolHCID 22462655—
SolventChloroformHCID 6212—
Product2-[4-[2-(1-Imidazolyl)ethoxy]phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene DioxalateHCID 8675514453%

Reaction Steps

By essentially following the procedure described in Example 3, Part D, the free base of the title compound was prepared from 2-(4-hydroxyphenyl)-3-[4-[2-(1-pyrrolidinyl)-ethoxy]benzyl]benzo[b]thiophene (Example 196; Part A) and 1-(2-chloroethyl)imidazole in 53% yield following radial chromatography (SiO2 ; 45% THF and 5% TEA in hexanes then 4% MeOH in CHCl3 sat'd with NH4OH). The product was converted to the oxalate salt by the conditions described in Example 196, Part D.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06025382
Source datasetuspto-grants-2000_02
ORD IDord-99bad345ca0e44dfab7e0be349872dfd
Source noteuspto-grants-2000_02