Reacción #78339

Ecuación de reacción

compound

1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine Hydrochloride

K2CO3

hydrogen chloride

4-(2-aminothiazol-4-yl)-4-phenylpiperidine

→

expected product

Rendimiento 104.5%

3-[3-[4-(2-Aminothiazol-4-yl)-4-phenylpiperid-1-yl]propyl]-1-benzoyl-3-(3,4-dichlorophenyl)piperidine Dihydrochloride Monohydrate

Rendimiento 104.5%

Disolventes

DMF acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais refluxed for 2 hours
2. 2
   ConcentraciónThe reaction mixture is concentrated under vacuum
3. 3
   Extracciónextracted with AcOEt
4. 4
   Lavadothe organic phase is washed with water
5. 5
   Secadodried over MgSO4
6. 6
   Otrothe solvent is evaporated off under vacuum
7. 7
   OtroThe residue is chromatographed on silica using a gradient of a DCM/MeOH mixture (98/2; v/v to 95/5; v/v) as the eluent
8. 8
   OtroThe product obtained
9. 9
   Otrothe precipitate formed
10. 10
    Filtraciónis filtered off

Procedimiento

A mixture of 1.04 g of 4-(2-aminothiazol-4-yl)-4-phenylpiperidine (compound of PREPARATION 1.4 in the form of the free base), 1.88 g of the compound obtained in step B of EXAMPLE 1 and 1.1 g of K2CO3 in 20 ml of a DMF/acetonitrile mixture (50/50; v/v) is refluxed for 2 hours. The reaction mixture is concentrated under vacuum, the residue is taken up with water and extracted with AcOEt, the organic phase is washed with water and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using a gradient of a DCM/MeOH mixture (98/2; v/v to 95/5; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 1.2 g of the expected product after crystallization from AcOEt, m.p.=162-164° C.

Fuente