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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55774Erstellt: 24. Oktober 2026

Hydrochloric Acid → 2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(6-bromo-1-benzothien-2-yl)acetamide hydrochloride

https://huagongshe.com/de/reaction/55774

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktCarbonate IonHCID 19660—
Edukt6-Bromobenzo[b]thiophen-2-amineHCID 17979823—
EduktPentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochlorideHCID 86610796—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(6-bromo-1-benzothien-2-yl)acetamide hydrochlorideHCID 17979825—

Reaktionsschritte

89.2 mg (0.24 mmol) of pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride are dissolved in 1 ml of DMF, mixed with 71.2 mg (0.31 mmol) of 6-bromo-1-benzothiophene-2-amine and stirred at room temperature overnight. 1 g of MP-carbonate (polymer-bound carbonate, capacity: 2.5-3.5 mmol/g; from Argonaut Technologies, USA) is added. After 3 h, the polystyrene resin is filtered off and washed with THF. The combined filtrates are concentrated in vacuo, and the crude product is purified by preparative HPLC. The hydrochloride is prepared by mixing the product with a mixture of 1 M hydrochloric acid and acetonitrile and again concentrating. Drying under high vacuum results in 14 mg (14% of theory) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09433614B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-178a4d8d02b44517a92616801e71d0ec
Quellennotizuspto-grants-2016_09