Reaktion #164565

Reaktionsgleichung

1,4-diazabicyclo[3.2.2]nonane 2,2,2-trifluoroacetate

5-fluoro-N-methyl-2-nitrobenzenesulfonamide

Intermediate 16A

5-fluoro-N-methyl-2-nitrobenzenesulfonamide

potassium carbonate

→

5-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-N-methyl-2-nitrobenzenesulfonamide

Ausbeute 80.6%

Lösungsmittel

acetonitrile

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting suspension was heated
2. 2
   Sonstigesplit between two 20 g SCX cartridges
3. 3
   SonstigePurification
4. 4
   Sonstigeby SCX and evaporation to dryness

Vorschrift

To a solution of 5-fluoro-N-methyl-2-nitrobenzenesulfonamide (Intermediate 16A) (1.0 g, 4.27 mmol) in acetonitrile (10 mL) was added potassium carbonate (1.77 g, 12.81 mmol) followed by 1,4-diazabicyclo[3.2.2]nonane 2,2,2-trifluoroacetate (1.17 g, 4.27 mmol). The resulting suspension was heated to reflux at 96° C. overnight. The reaction mixture was diluted in water (50 mL) and split between two 20 g SCX cartridges. Purification by SCX and evaporation to dryness afforded 5-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-N-methyl-2-nitrobenzenesulfonamide (1.17 g, 3.44 mmol).

Quelle