反应详情

To a solution of the product from Example 125D (15 mg, 0.04 mmol) in toluene (10 mL) was added p-toluenesulfonic acid monohydrate (2 mg). The mixture was refluxed for 3 hours and then cooled to room temperature, diluted with ethyl acetate, washed with 1M NaHCO3, dried (Na2SO4), filtered and concentrated. Purification by preparative HPLC on a waters Symmetry C8 column (40 mm×100 mm, 7 μm particle size) using a gradient of 10% to 100% acetonitrile: ammonium acetate (10 mM) over 15 min at a flow rate of 70 mL/min afforded the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.33 (t, J=7.0 Hz, 3H), 3.24 (s, 3H), 3.65 (t, J=4.9 Hz, 2H), 4.07 (q, J=6.8 Hz, 2H), 4.25 (t, J=5.1 Hz, 2H), 4.96 (s, 4H), 6.92-7.01 (m, 1H), 7.07 (d, J=8.1 Hz, 1H), 7.36-7.44 (m, 1H), 7.74 (dd, J=7.5, 1.7 Hz, 1H); MS (ESI+) m/z 349 (M+H)+.

1. temperatureThe mixture was refluxed for 3 hours
2. washwashed with 1M NaHCO3
3. dry with materialdried (Na2SO4)
4. filtrationfiltered
5. concentrationconcentrated
6. customPurification by preparative HPLC on a waters Symmetry C8 column (40 mm×100 mm, 7 μm particle size)