Reacción #60457

Ecuación de reacción

cis-4-[2-(4,4-dimethylcyclohexyl)-4-(2,6-dimethylmorpholin-4-yl)phenyl]piperazine-1-carboxylic acid t-butyl ester

ethyl acetate

sodium carbonate

hydrogen chloride

ethyl acetate

→

title compound

Rendimiento 87.9%

cis-4-[3-(4,4-Dimethylcyclohexyl)-4-piperazin-1-ylphenyl]-2,6-dimethylmorpholine

Rendimiento 87.9%

Disolventes

dichloromethane

water

Dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGby stirring for 17 hours under the same conditions
2. 2
   Extracciónextraction
3. 3
   LavadoThe separated organic layer was washed with brine
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   FiltraciónThe desiccant was filtered off
6. 6
   Concentraciónthe filtrate was concentrated under reduced pressure
7. 7
   OtroThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

Procedimiento

To cis-4-[2-(4,4-dimethylcyclohexyl)-4-(2,6-dimethylmorpholin-4-yl)phenyl]piperazine-1-carboxylic acid t-butyl ester (648 mg, 1.33 mmol) produced in Example (61a) was added a mixed solvent of ethyl acetate (5 mL)-dichloromethane (1 mL), followed by stirring at room temperature under a nitrogen atmosphere. A 4N solution of hydrogen chloride in ethyl acetate (5 mL, 20 mmol) was added dropwise thereto, followed by stirring for 17 hours under the same conditions. Saturated aqueous solution of sodium carbonate was added to the reaction mixture to make the mixture basic. Dichloromethane and water were added thereto and extraction was performed with dichloromethane. The separated organic layer was washed with brine and then dried over anhydrous sodium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 451 mg of the title compound as light yellow crystals.

Fuente