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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658184Generated: October 30, 2026

Acetyl chloride → rac-N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-acetylamino-1-benzothiophene-2-carboxamide hydrochloride

https://huagongshe.com/reaction/658184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactantrac-N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-amino-1-benzothiophene-2-carboxamide dihydrochlorideHCID 68432548—
SolventDimethylformamideHCID 6228—
Productrac-N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-acetylamino-1-benzothiophene-2-carboxamide hydrochlorideHCID 10150481—

Reaction Steps

41.0 mg (0.12 mmol) of rac-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-amino-1-benzothiophene-2-carboxamide dihydrochloride and 36.8 mg (0.36 mmol) of triethylamine are dissolved in 1.5 ml of DMF. At 0° C., 14.3 mg (0.18 mmol) of acetyl chloride are added, and the mixture is stirred at RT overnight. The reaction mixture is purified by preparative HPLC. 29 mg (63% of theory) of the title compound are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076355B2
Source datasetuspto-grants-2011_12
ORD IDord-fe58c0acdaee4422b8f970d2e1bc48ea
Source noteuspto-grants-2011_12