Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15474Generated: 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/15474

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 numberUS07732477B2
Source datasetuspto-grants-2010_06
ORD IDord-cd25174e4f544a4b820c387b387c858c
Source noteuspto-grants-2010_06