反応 #43740

反応方程式

6-nitrobenzofuran-2-carboxylic acid

(R)-3-aminoquinuclidine dihydrochloride

HATU

N,N-diisopropylethylamine

DMF

→

title compound

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

反応条件

後処理

1. 1
   その他DMF is removed under reduced pressure
2. 2
   抽出extracted three times with in each case 50 ml of ethyl acetate
3. 3
   洗浄The combined organic phases are washed eight times with 1N aqueous sodium hydroxide solution
4. 4
   乾燥once with saturated sodium chloride solution and then dried over magnesium sulfate
5. 5
   その他the solvent is removed under reduced pressure
6. 6
   その他a rotary evaporator

実験手順

1040 mg (5.02 mmol) of 6-nitrobenzofuran-2-carboxylic acid, 1000 mg (5.02 mmol) of (R)-3-aminoquinuclidine dihydrochloride, 2290 mg (6.03 mmol) of HATU, 2250 mg (18.08 mmol) of N,N-diisopropylethylamine and 9 ml of DMF are reacted according to the general procedure (variant B). DMF is removed under reduced pressure. The product is taken up in 100 ml of 1N aqueous sodium hydroxide solution and extracted three times with in each case 50 ml of ethyl acetate. The combined organic phases are washed eight times with 1N aqueous sodium hydroxide solution and once with saturated sodium chloride solution and then dried over magnesium sulfate, and the solvent is removed under reduced pressure using a rotary evaporator. 1.34 g (79% of theory) of the title compound are obtained.

出典