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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335618Generated: October 30, 2026

Water → N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-7-[(Z)-N'-hydroxycarbamimidoyl]-1-benzothiophene-2-carboxamide;dihydrochloride

https://huagongshe.com/reaction/335618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantHCID 68431784HCID 68431784—
SolventEthanolHCID 702—
ProductN-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-7-[(Z)-N'-hydroxycarbamimidoyl]-1-benzothiophene-2-carboxamide;dihydrochlorideHCID 87452962—

Reaction Conditions

Temperature80 °C

Reaction Steps

120 mg (0.43 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-cyano-1-benzo-thiophene-2-carboxamide hydrochloride, 45.0 mg (0.65 mmol) of hydroxylamine hydrochloride and 119.2 mg (0.86 mmol) of potassium carbonate in 1.5 ml of an 8:1 mixture of water and ethanol are heated at 80° C. for 18 h. The mixture is purified by preparative HPLC. The product fractions are combined and concentrated, acetonitrile and 1N aqueous hydrochloric acid (3:1) are added and the mixture is then again concentrated and dried under high vacuum. 58 mg (30.3% 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-1580d4fead1e4cac841253b28e9e1259
Source noteuspto-grants-2014_11