Reacción #71704

Ecuación de reacción

6-chloro nicotinic acid

1-{[4-(Trifluoromethyl)phenyl]sulfonyl}piperazine

EDC.HCl

HOBt

DIPEA

→

title compound

Rendimiento 49.7%

1-[(6-chloro-3-pyridinyl)carbonyl]-4-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine

Rendimiento 49.7%

Disolventes

—

pet. ether

EtOAc

DCM

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred overnight
2. 2
   Lavadowashed with water (5×20 ml)
3. 3
   Secadothe organic layers dried (Na2SO4)
4. 4
   Concentraciónconcentrated under vacuum
5. 5
   Otroto leave the crude compound

Procedimiento

To a suspension of 6-chloro nicotinic acid (1.76 g, 11.2 mmol) in DCM (50 ml) at 0° C. was added EDC.HCl (2.93 g, 15.3 mmol), HOBt (2.34 g, 15.3 mmol) and DIPEA (7.52 ml, 40.8 mmol) and the mixture stirred for 20 min. 1-{[4-(Trifluoromethyl)phenyl]sulfonyl}piperazine (may be prepared as described in Description 1) (3.00 g, 10.2 mmol) was added and the solution allowed to warm to room temperature, then stirred overnight. The mixture was diluted with DCM (20 ml), washed with water (5×20 ml), then the organic layers dried (Na2SO4) and concentrated under vacuum to leave the crude compound. Flash chromatography (silica; 60% EtOAc in pet. ether) gave the title compound as a white solid (2.20 g).

Fuente