Reacción #42790

Ecuación de reacción

N-acetylethylenediamine

2,6-dichloro-3-nitropyridine

N,N-diisopropylethylamine

→

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

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente