Reaktion #42790

Reaktionsgleichung

N-acetylethylenediamine

2,6-dichloro-3-nitropyridine

N,N-diisopropylethylamine

→

N-(2-(6-chloro-3-nitropyridin-2-ylamino)ethyl)acetamide

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   workup.STIRRINGstirred for 72 hours
3. 3
   SonstigeThe solvent was removed in vacuo
4. 4
   Sonstigethe residue was purified by flash chromatography
5. 5
   Wascheneluting with MeOH/dichloromethane gradient (1→10%)

Vorschrift

To a solution of 3.0 g (15.5 mmol) 2,6-dichloro-3-nitropyridine in 50 mL of THF at −78° C. under Ar atmosphere was added 2.7 mL (15.5 mmol) of N,N-diisopropylethylamine followed by 1.6 mL (15.5 mmol) of N-acetylethylenediamine. The mixture was stirred at −78° C. for 30 min, allowed to warm to room temperature, and stirred for 72 hours. The solvent was removed in vacuo and the residue was purified by flash chromatography eluting with MeOH/dichloromethane gradient (1→10%) to provide N-(2-(6-chloro-3-nitropyridin-2-ylamino)ethyl)acetamide as pale yellow solid.

Quelle