Реакция #84052

Уравнение реакции

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

Растворители

DMF

acetonitrile

Условия реакции

Обработка

1. 1
   workup.WAITAfter 3 h
2. 2
   Фильтрацияthe polystyrene resin is filtered off
3. 3
   Промывкаwashed with THF
4. 4
   КонцентрированиеThe combined filtrates are concentrated in vacuo
5. 5
   Другоеthe crude product is purified by preparative HPLC
6. 6
   ДругоеThe hydrochloride is prepared
7. 7
   workup.ADDITIONby mixing the product
8. 8
   Концентрированиеagain concentrating
9. 9
   ДругоеDrying under high vacuum

Методика

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.

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