Reacción #86084

Ecuación de reacción

6-chloro-1H-pyrazolo[4,3-c]pyridine

2-bromo-6-fluoro-pyridine

N,N′-Dimethylethylenediamine

potassium carbonate

→

6-Chloro-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine

Rendimiento 55.5%

Disolventes

1,4-Dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas purged with Argon
2. 2
   Otrosealed
3. 3
   TemperaturaThe mixture was cooled to room temperature
4. 4
   Filtraciónfiltered through Celite
5. 5
   ConcentraciónThe filtrate was concentrated
6. 6
   Otrothe residue was purified on silica
7. 7
   Lavadoeluted with 0 to 100% Ethyl acetate in Heptane

Procedimiento

A mixture of 6-chloro-1H-pyrazolo[4,3-c]pyridine (13.778 mmol, 2115.9 mg), 2-bromo-6-fluoro-pyridine (15.156 mmol, 2667.3 mg), N,N′-Dimethylethylenediamine (13.778 mmol; 1.215 g; 1.37 mL), Copper iodide (13.778 mmol; 2650.5 mg), and potassium carbonate (15.156 mmol; 2.12 g) in 1,4-Dioxane (10 mL) was purged with Argon, then sealed and stirred at 100° C. for 20 hours. The mixture was cooled to room temperature, and then filtered through Celite. The filtrate was concentrated; the residue was purified on silica and eluted with 0 to 100% Ethyl acetate in Heptane to give 6-Chloro-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine as an off-white solid (1.90 g, 55%) MS (ESI) m/z: 249 [M+H]+

Fuente