反应详情

To the product of step 1 (1.26 g, 4.6 mmol) was added ethyl acrylate (0.55 mL, 5.1 mL) and glacial acetic acid (0.02 mL, 0.3 mmol). After heating the reaction mixture at reflux over 18 h, the solution was cooled to room temperature and diluted with ethyl acetate. The organics were washed several times with water, dried (Na2SO4), and concentrated in vacuo. Purification by reverse phase HPLC using a gradient elution of 60:40 H2O/TFA:CH3CN to 0:100 H2O/TFA:CH3CN at 254 nm afforded the title compound as a white solid (1.25 g, 73%): mp=77° C. 1H NMR (CDCl3) δ 7.49 (d, 2H), 6.78 (d, 2H), 4.06 (q, 2H), 3.63 (t, 2H), 3.26 (br s, 1H), 2.92 (s, 3H), 2.54 (t, 2H), 1.14 (t, 3H). MS (ES+) m/z 374 (MH+). Anal. Calc. for C15H17NO3F6: C, 48.26; H, 4.59; N, 3.75. Found: C, 47.95; H, 4.67; N, 3.73.

1. temperatureAfter heating the reaction mixture
2. temperatureat reflux over 18 h
3. washThe organics were washed several times with water
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated in vacuo
6. customPurification by reverse phase HPLC
7. washa gradient elution of 60:40 H2O/TFA