反应详情

温度

70 °C

Sodium iodide (1.5 g, 10 mmol) was added to a DMF solution (20 ml) of 2-(3-bromopropoxy)tetrahydropyran (0.85 ml, 5 mmol), and stirred at 70° C. for 7 hours. The reaction mixture was cooled to room temperature. (2-Pyridin-3-ylethyl)pyridin-4-ylmethylamine (1.28 g, 6 mmol) and N-ethyl diisopropylamine (1.3 ml, 7.5 mmol) were then added to the reaction mixture and stirred at room temperature overnight. Water was added to the reaction mixture, and extraction with ethyl acetate was performed. The organic layer was washed with water, and a saturated sodium chloride aqueous solution, in this order. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1→4:1). The purified product was concentrated under reduced pressure to thereby obtain 236 mg (yield: 13%) of (2-pyridin-3-ylethyl)pyridin-4-ylmethyl-[3-(tetrahydropyran-2-yloxy)propyl]amine as a colorless oil.

1. temperatureThe reaction mixture was cooled to room temperature
2. stirringstirred at room temperature overnight
3. washThe organic layer was washed with water
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1→4:1)
7. concentrationThe purified product was concentrated under reduced pressure