Reacción #155626

Ecuación de reacción

triethylamine

6-Chloro-nicotinic acid

(benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

1-methylpiperazine

→

(6-Chloro-pyridin-3-yl)-(4-methyl-piperazin-1-yl)-methanone

Rendimiento 49.1%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothis was partitioned between ethyl acetate and water
2. 2
   SecadoThe ethylacetate layer was dried over anhydrous sodium sulfate
3. 3
   Concentraciónconcentrated in vacuo
4. 4
   Otropurified by flash chromatography (elution with 3% methanol/dichloromethane)

Procedimiento

To a solution of 6-Chloro-nicotinic acid (3.00 g, 19.0 mmol) in 30 mL dimethylformamide was added (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (10.9 g, 20.9 mmol), 1-methylpiperazine (2.30 g, 22.1 mmol). and triethylamine (2.18 g, 21.5 mmol). After stirring for 18 hours, this was partitioned between ethyl acetate and water. The ethylacetate layer was dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by flash chromatography (elution with 3% methanol/dichloromethane) to yield (6-Chloro-pyridin-3-yl)-(4-methyl-piperazin-1-yl)-methanone (2.50 g, 9.33 mmol).

Fuente