Reacción #58742

Ecuación de reacción

6-chloronicotinic acid

1-isopropyl-piperazine

HOBt

EDC

N-methyl morpholine

→

NH3

Rendimiento 2.0%

title compound

Rendimiento 111.6%

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

Rendimiento 111.6%

Disolventes

NaOH

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with DCM (3×50 mL)
2. 2
   Secadodried (Na2SO4)
3. 3
   Concentraciónconcentrated

Procedimiento

To a solution of 6-chloronicotinic acid (0.985 g, 6.25 mmol) and 1-isopropyl-piperazine (1.50 g, 7.50 mmol) in DCM (100 mL) was added HOBt (1.20 g, 9.40 mmol), EDC (1.80 g, 9.40 mmol), and N-methyl morpholine (3.4 mL, 31.3 mmol). After 18 h the reaction was diluted with 1 N NaOH (50 mL) and extracted with DCM (3×50 mL). The organic extracts were combined, dried (Na2SO4), and concentrated. Chromatography of the residue (SiO2: 2-4% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.934 g, 56%).

Fuente