反应详情

温度

135 °C

A mixture of tert-butyl 4-fluorobenzoate (1, 1.00 g, 5.1 mmol), (S)-3-aminopyrrolidine (1.5 eq) and K2CO3 (0.84 g, 6.1 mmol, 1.2 eq.) is suspended in 4 mL of anhydrous DMSO. The suspension is stirred at 135° C. under N2 for 16 h in a sealed flask, cooled to room temperature, diluted with dichloromethane (300 mL) and successively washed with saturated aqueous NaHCO3 and water, dried over MgSO4, filtered and concentrated in vacuo to afford title compound 17 (1.22 g, 91% yield). 1H NMR: (DMSO-d6) δ(ppm): 7.65 (d, J=8.8 Hz, 2H), 6.47 (d, J=9.0 Hz, 2H), 3.65 (quint, J=5.3 Hz, 1H), 3.40 (t, J=9.8 Hz, 1H), 3.38 (t, J=9.8 Hz, 1H), 3.29-3.23 (m, 1H), 2.91 (dd, J=9.8, 4.7 Hz, 1H), 2.03 (sext, J=5.9 Hz, 1H), 1.74-1.63 (m, 3H), 1.48 (s, 9H). m/z: 263.1 (MH+).

1. temperaturecooled to room temperature
2. washsuccessively washed with saturated aqueous NaHCO3 and water
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated in vacuo