Reacción #84052

Ecuación de reacción

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

Disolventes

DMF

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter 3 h
2. 2
   Filtraciónthe polystyrene resin is filtered off
3. 3
   Lavadowashed with THF
4. 4
   ConcentraciónThe combined filtrates are concentrated in vacuo
5. 5
   Otrothe crude product is purified by preparative HPLC
6. 6
   OtroThe hydrochloride is prepared
7. 7
   workup.ADDITIONby mixing the product
8. 8
   Concentraciónagain concentrating
9. 9
   OtroDrying under high vacuum

Procedimiento

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.

Fuente