反应 #84052

反应方程式

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

溶剂

DMF

acetonitrile

反应条件

后处理

1. 1
   workup.WAITAfter 3 h
2. 2
   过滤the polystyrene resin is filtered off
3. 3
   洗涤washed with THF
4. 4
   浓缩The combined filtrates are concentrated in vacuo
5. 5
   其他the crude product is purified by preparative HPLC
6. 6
   其他The hydrochloride is prepared
7. 7
   workup.ADDITIONby mixing the product
8. 8
   浓缩again concentrating
9. 9
   其他Drying under high vacuum

实验过程

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.

来源