反応 #84052

反応方程式

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

溶媒

DMF

acetonitrile

反応条件

後処理

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

実験手順

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.

出典