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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595925Generated: November 1, 2026

Oxalic Acid → 2-(4-Aminophenyl)-3-[4-(2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene

https://huagongshe.com/reaction/1595925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
Reactant2-(4-Aminophenyl)benzo[b]thiophene-3-yl 4-[2-(1-pyrrolidinyl)ethoxy]phenyl ketoneHCID 22462724—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Aminophenyl)-3-[4-(2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiopheneHCID 2246279285%

Reaction Steps

By essentially following the conditions described in Preparation 2, Part D, the free base of the title compound was prepared as an oil from 2-(4-aminophenyl)benzo[b]thiophene-3-yl 4-[2-(1-pyrrolidinyl)ethoxy]phenyl ketone (Part C) in 85% yield following MPLC (SiO2; 30% then 40% THF with 5% TEA in hexanes). The product was converted to the dioxalate salt using two molar equivalents of oxalic acid and a similar procedure to that of Preparation 2-H, above.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288105B1
Source datasetuspto-grants-2001_09
ORD IDord-677ffc5a1cf34d0c8b1bd8b36e37e704
Source noteuspto-grants-2001_09