Reaktion #84052

Reaktionsgleichung

6-bromo-1-benzothiophene-2-amine

pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride

hydrochloric acid

carbonate

→

title compound

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

Lösungsmittel

DMF

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter 3 h
2. 2
   Filtrationthe polystyrene resin is filtered off
3. 3
   Waschenwashed with THF
4. 4
   EinengenThe combined filtrates are concentrated in vacuo
5. 5
   Sonstigethe crude product is purified by preparative HPLC
6. 6
   SonstigeThe hydrochloride is prepared
7. 7
   workup.ADDITIONby mixing the product
8. 8
   Einengenagain concentrating
9. 9
   SonstigeDrying under high vacuum

Vorschrift

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.

Quelle