Reaktion #78339

Reaktionsgleichung

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

Ausbeute 104.5%

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

Ausbeute 104.5%

Lösungsmittel

DMF acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis refluxed for 2 hours
2. 2
   EinengenThe reaction mixture is concentrated under vacuum
3. 3
   Extraktionextracted with AcOEt
4. 4
   Waschenthe organic phase is washed with water
5. 5
   Trocknendried over MgSO4
6. 6
   Sonstigethe solvent is evaporated off under vacuum
7. 7
   SonstigeThe 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
   SonstigeThe product obtained
9. 9
   Sonstigethe precipitate formed
10. 10
    Filtrationis filtered off

Vorschrift

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.

Quelle