反応 #43744

反応方程式

7-bromobenzofuran-2-carboxylic acid

HATU

N,N-diisopropylethylamine

DMF

→

title compound

N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-7-bromo-1-benzofuran-2-carboxamide

溶媒

methanol

反応条件

後処理

1. 1
   洗浄The loaded ion exchanger is washed with DMF, water, methanol, dichloromethane, water, DMF and once again with methanol
2. 2
   洗浄The product is eluted with methanol/triethylamine 90:10
3. 3
   その他The solvent is removed under reduced pressure
4. 4
   その他a rotary evaporator
5. 5
   その他The pre-purified product is purified by preparative HPLC

実験手順

300 mg (1.25 mmol) of 7-bromobenzofuran-2-carboxylic acid, 248 mg (1.25 mmol) of R-3-aminoquinuclidine dihydrochloride, 568 mg (1.494 mmol) of HATU, 579 mg (4.48 mmol) of N,N-diisopropylethylamine and 5 ml of DMF are reacted according to the general procedure (variant B). The product is taken up in methanol and, together with acidic ion exchange resin (Dowex WX2-200), shaken for about 30 min. The loaded ion exchanger is washed with DMF, water, methanol, dichloromethane, water, DMF and once again with methanol. The product is eluted with methanol/triethylamine 90:10. The solvent is removed under reduced pressure using a rotary evaporator. The pre-purified product is purified by preparative HPLC. 320 mg (74% of theory) of the title compound are isolated.

出典