Reacción #86396

Ecuación de reacción

3-bromo-6-chloro-2-methylpyridine

(R)-2-methylpiperazine

Et3N

→

title compound

Rendimiento 35.6%

(R)-1-(5-bromo-6-methylpyridin-2-yl)-3-methylpiperazine

Rendimiento 35.6%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroIn a 10 mL microwave vial equipped with a magnetic stir bar
2. 2
   OtroThe reaction mixture was subsequently partitioned between 0.25N HCl (40 mL) and EtOAc (40 mL)
3. 3
   OtroThe phases were separated
4. 4
   Extracciónthe aqueous layer was back-extracted with EtOAc (40 mL)
5. 5
   Lavadowashed with brine (20 mL)
6. 6
   Secadodried over Na2SO4
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated
9. 9
   OtroThe residue was purified
10. 10
    Lavadoeluting with a gradient of 0-100% EtOAc in heptanes
11. 11
    Concentraciónconcentrated

Procedimiento

In a 10 mL microwave vial equipped with a magnetic stir bar were mixed 3-bromo-6-chloro-2-methylpyridine (515 mg, 2.496 mmol), (R)-2-methylpiperazine (250 mg, 2.496 mmol), and Et3N (1.044 mL, 7.49 mmol) in DMF (4 mL). The resulting yellow suspension was heated in a microwave reactor to 165° C. for 4 hours. The reaction mixture was subsequently partitioned between 0.25N HCl (40 mL) and EtOAc (40 mL). The phases were separated and the aqueous layer was back-extracted with EtOAc (40 mL). The organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified using flash chromatography (12 g column) eluting with a gradient of 0-100% EtOAc in heptanes and then 0-20% MeOH in DCM. The pure fractions were combined and concentrated to give the title compound as a clear syrup (240 mg, 35.6%).

Fuente