Reaktion #156177

Reaktionsgleichung

Sodium iodide

2-(3-bromopropoxy)tetrahydropyran

(2-Pyridin-3-yl-ethyl)-pyridin-4-ylmethyl-amine

N-ethyldiisopropylamine

→

title compound

(2-pyridin-3-yl-ethyl)-pyridin-4-ylmethyl-[3-(tetrahydro-pyran-2-yloxy)-propyl]-amine

Lösungsmittel

DMF

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   workup.STIRRINGThe mixture was stirred at room temperature overnight
3. 3
   Extraktionfollowed by extraction
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknensaturated saline, and dried with anhydrous sodium sulfate
6. 6
   SonstigeAfter condensation under reduced pressure
7. 7
   Sonstigethe residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1→4:1)
8. 8
   Sonstigecondensed under reduced pressure

Vorschrift

Sodium iodide (1.5 g) was added to a DMF solution (20 ml) of 2-(3-bromopropoxy)tetrahydropyran (0.85 ml). The mixture was stirred at 70° C. for 7 hours. The reaction mixture was cooled to room temperature. (2-Pyridin-3-yl-ethyl)-pyridin-4-ylmethyl-amine (1.28 g), and N-ethyldiisopropylamine (1.3 ml) were added thereto. The mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The organic layer was washed with water and then saturated saline, and dried with anhydrous sodium sulfate. After condensation under reduced pressure, the residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1→4:1). The purified product was condensed under reduced pressure to give the title compound (236 mg) as a colorless oily matter.

Quelle