반응 #84052

반응 방정식

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

용매

DMF

acetonitrile

반응 조건

후처리

1. 1
   workup.WAITAfter 3 h
2. 2
   여과the polystyrene resin is filtered off
3. 3
   세척washed with THF
4. 4
   농축The combined filtrates are concentrated in vacuo
5. 5
   기타the crude product is purified by preparative HPLC
6. 6
   기타The hydrochloride is prepared
7. 7
   workup.ADDITIONby mixing the product
8. 8
   농축again concentrating
9. 9
   기타Drying under high vacuum

실험 절차

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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