Reaktion #78337

Reaktionsgleichung

water

4-piperidinopiperidine

compound

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

K2CO3

→

1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-(4-piperidinopiperid-1-yl)propyl]-piperidine Dihydrochloride Hemihydrate

Lösungsmittel

AcOEt

DMF acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with AcOEt
2. 2
   Waschenthe organic phase is washed twice with water and with saturated NaCl solution
3. 3
   Trocknendried over MgSO4
4. 4
   Sonstigethe solvent is evaporated off under vacuum
5. 5
   SonstigeThe residue is chromatographed on silica H
6. 6
   SonstigeThe product obtained
7. 7
   Sonstigea stream of HCl gas is bubbled into the solution until the pH is 1, and ether
8. 8
   workup.ADDITIONis added until precipitation
9. 9
   FiltrationThis gives 0.53 g of the expected product after filtration
10. 10
    Sonstigedrying

Vorschrift

A mixture of 0.55 g of 4-piperidinopiperidine, 1.3 g of the compound obtained in step B of EXAMPLE 1 and 1.14 g of K2CO3 in 10 ml of a DMF/acetonitrile mixture (50/50; v/v) is heated at 100° C. for 3 hours. The reaction mixture is poured into water and extracted with AcOEt, the organic phase is washed twice with water and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (98/2; v/v) as the eluent. The product obtained is dissolved in AcOEt, a stream of HCl gas is bubbled into the solution until the pH is 1, and ether is added until precipitation occurs. This gives 0.53 g of the expected product after filtration and drying, m.p.=265° C. (dec.).

Quelle