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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335608Generated: October 26, 2026

Benzoyl chloride → N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-5-(benzoylamino)-1-benzothiophene-2-carboxamide hydrochloride

https://huagongshe.com/reaction/335608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantN-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-5-amino-1-benzothiophene-2-carboxamide dihydrochlorideHCID 68431067—
SolventDimethylformamideHCID 6228—
ProductN-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-5-(benzoylamino)-1-benzothiophene-2-carboxamide hydrochlorideHCID 68431796—

Reaction Steps

30 mg (0.08 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-5-amino-1-benzo-thiophene-2-carboxamide dihydrochloride are dissolved in 1 ml of DMF, and 33.5 μl (0.24 mmol) of triethylamine are added. At 0° C., 16.9 mg (0.12 mmol) of benzoyl chloride are added. After 3 h of stirring at RT, the reaction mixture is separated by preparative HPLC. The product fraction is concentrated under reduced pressure and codistilled with 4M HCl in dioxane. 9 mg (25.4% 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-9496342a4a124e4f9774b4d37d7a1a7f
Source noteuspto-grants-2014_11