Reaktion #168077

Reaktionsgleichung

3-Chloro-6-(4-trifluoromethylphenyl)pyridazine

3-aminopiperidine dihydrochloride

potassium carbonate

→

title compound

Ausbeute 27.5%

1-[6-(4-Trifluoromethylphenyl)pyridazin-3-yl]piperidin-3-ylamine, hydrochloride

Ausbeute 27.5%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Waschenthe precipitate was washed with MeOH
3. 3
   SonstigeThe combined organic phases were evaporated
4. 4
   SonstigeThe crude oil was purified on a silicagel column (0.04-0.063 mesh)
5. 5
   workup.DISSOLUTIONThis afforded 110 mg of a oil that was dissolved in MeOH
6. 6
   SonstigeThe mixture was evaporated
7. 7
   workup.DISSOLUTIONthe residue was dissolved in MeOH (1 mL)
8. 8
   workup.ADDITIONether (100 mL) was added
9. 9
   SonstigeThe mixture was evaporated

Vorschrift

3-Chloro-6-(4-trifluoromethylphenyl)pyridazine (0.2 g, 0.77 mmol), 3-aminopiperidine dihydrochloride (0.27 g, 1.54 mmol) and potassium carbonate (0.53 g, 3.87 mmol) were mixed in acetone (4 mL) in a 20 mL microwave vessel. The reaction mixture was heated in a microwave oven for 2 h at 120° C. The reaction mixture was filtered and the precipitate was washed with MeOH. The combined organic phases were evaporated. The crude oil was purified on a silicagel column (0.04-0.063 mesh) using dichloromethane/MeOH (9:1) as eluent. This afforded 110 mg of a oil that was dissolved in MeOH and acidified with concentrated HCl (5 mL). The mixture was evaporated and the residue was dissolved in MeOH (1 mL) and ether (100 mL) was added with stirring. The mixture was evaporated to give 76 mg (25%) of the title compound as a yellow solid.

Quelle