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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335603Generated: October 30, 2026

HCID 68431800, compound → 5-Amino-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-methyl-1-benzothiophene-2-carboxamide dihydrochloride

https://huagongshe.com/reaction/335603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68431800HCID 68431800—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product5-Amino-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-methyl-1-benzothiophene-2-carboxamide dihydrochlorideHCID 68431080—

Reaction Steps

317 mg (0.83 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-methyl-5-nitro-1-benzothiophene-2-carboxamide hydrochloride are suspended in 2 ml of acetic acid. 300.0 mg (4.59 mmol) of zinc are added, and the mixture is then stirred at RT for 1 h. The reaction mixture is filtered through kieselguhr, and the filter cake is washed with methanol. The filtrate is concentrated under reduced pressure and the residue is purified by preparative HPLC. The product fraction is dissolved in 4M HCl in dioxane, concentrated under reduced pressure and recrystallized from acetonitrile. 154 mg (47.8% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08884017B2
Source datasetuspto-grants-2014_11
ORD IDord-f0898f58868443f8937f9071bdcb1da2
Source noteuspto-grants-2014_11