反应详情

温度

50 °C

A mixture of methanesulfonic acid trans-{l-[2-(4-fluorophenyl)ethyl]-4-methylpiperidin-3-ylmethyl} ester (the crude material from Part D, about 1.0 mmol) and sodium azide (195 mg, 3 mmol) in N,N-dimethylformamide (4 mL) was stirred at 50° C. for 28 hours. The mixture was cooled to room temperature, filtered, and the solid was rinsed with ethyl acetate. The combined filtrates were diluted with ethyl acetate, and the resulting solution was washed twice with water, dried over sodium sulfate, and concentrated under vacuum. The residue was an orange oil (252 mg, 91%) which was used without further purification. 1H NMR (300 MHz, CDCl3) δ7.17 (m, 2H), 6.98 (t, J=9 Hz, 2H), 3.50 (dd, J=12, 3 Hz, 1H), 3.25 (dd, J=12, 8 Hz, 1H), 3.08 (dm, J=10 Hz, 1H), 3.00 (dm, J=11 Hz, 1H), 2.83 (m, 2H), 2.60 (m, 2H), 2.04 (m, 1H), 1.88 (t, J=11 Hz, 1H), 1.71 (m, 1H), 1.60 (m, 1H), 1.5-1.3 (m, 2H), 1.00 (d, J=7 Hz, 3H).

1. temperatureThe mixture was cooled to room temperature
2. filtrationfiltered
3. washthe solid was rinsed with ethyl acetate
4. additionThe combined filtrates were diluted with ethyl acetate
5. washthe resulting solution was washed twice with water
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under vacuum
8. customwas used without further purification