Reaktion #74277

Reaktionsgleichung

(1-benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidin-4-yl)methanamine

methyl 2-(bromomethyl)benzoate

triethylamine

→

crude product

Ausbeute 51.0%

2-((1-Benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidin-4-yl)methyl)-isoindolin-1-one

Ausbeute 51.0%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe resulting reaction mixture
2. 2
   Temperaturwas refluxed for 25 h
3. 3
   Sonstigethe solvent was evaporated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   Waschenthe organic layer was successively washed with water and brine
6. 6
   TrocknenThe organic layer was dried over sodium sulfate
7. 7
   Sonstigethe solvent was evaporated under reduced pressure

Vorschrift

To a solution of (1-benzyl-4-(4-cyclopropylpiperazin-1-yl)piperidin-4-yl)methanamine (see above: synthesis of amine AM12) (1.22 mmol, 1.0 equiv.) and methyl 2-(bromomethyl)benzoate (1.22 mmol, 1.0 equiv.) in benzene (3 ml/mmol) was added triethylamine (2.44 mmol, 2.0 equiv.) and the resulting reaction mixture was refluxed for 25 h. The mixture was cooled to room temperature and the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate and the organic layer was successively washed with water and brine. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure to give the crude product which was purified by silica gel column chromatography. Yield: 51%.

Quelle