反应详情

温度

40 °C

To a solution of Example 81C (0.51 g, 1.3 mmol) and N-isopropylhydroxylamine hydrochloride (0.29 g, 2.6 mmol) in THF (20 mL) was added potassium tert-butoxide (0.43 g, 3.8 mmol). The mixture was warmed to 40° C. for 18 hours then concentrated under reduced pressure. Purification by column chromatography (SiO2, 50% hexanes/EtOAc then 100% EtOAc then 9:1:0.1 EtOAc:MeOH:Et3N) afforded the title compound (0.11 g, 0.24 mmol, 19% yield). 1H NMR (300 MHz, CDCl3) δ ppm 0.97 (t, J=7.3 Hz, 3H) 1.11 (d, J=6.4 Hz, 6 H) 1.33-1.49 (m, 2H) 1.42 (s, 9H) 1.63-1.73 (m, 2H) 3.43-3.59 (m, 1H) 3.75 (s, 3H) 4.28 (dd, J=7.1 Hz, 2H) 6.06 (s, 1H) 7.08 (s, 1H) 7.48 (dd, J=8.6, 1.9 Hz, 1H) 7.68 (d, J=8.8 Hz, 1H) 8.14 (d, J=2.0 Hz, 1H); MS (DCI/NH3) m/z 455 (M+H)+. Anal. calculated for C23H33F3N4O2: Calc: C, 60.78; H, 7.32; N, 12.33. Found: C, 60.87; H, 7.37; N, 12.16.

1. concentrationthen concentrated under reduced pressure
2. customPurification by column chromatography (SiO2, 50% hexanes/EtOAc