Reaktion #43740

Reaktionsgleichung

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeDMF is removed under reduced pressure
2. 2
   Extraktionextracted three times with in each case 50 ml of ethyl acetate
3. 3
   WaschenThe combined organic phases are washed eight times with 1N aqueous sodium hydroxide solution
4. 4
   Trocknenonce with saturated sodium chloride solution and then dried over magnesium sulfate
5. 5
   Sonstigethe solvent is removed under reduced pressure
6. 6
   Sonstigea rotary evaporator

Vorschrift

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.

Quelle