反应详情

温度

70 °C

To a solution of Compound (6) (1.53 g, 3.74 mmol) in methanol (40 mL) was slowly added sodium methoxide (4.04 g, 74.85 mmol). The reaction mixture was heated to 70° C. for 5 hours, at which time Dowex (H+) resin was added to quench any remaining methoxide. The resin was filtered off and the solvent was evaporated. Salts were removed by partition between water and dichloromethane, and the combined organic layers were dried over magnesium sulfate and evaporated to dryness giving 1.03 g (76%) of Compound (7) as a white solid, which was used in the next step without further purification. 1H NMR (300 MHz, CDCl3) δ 3.39 (s, 3H), 3.73 (t, J=4.8, 9.6 Hz, 2H), 4.12 (s, 3H), 4.45 (t, J=4.5, 9.3 Hz, 2H), 4.56 (s, 2H), 5.12 (s, 2H), 7.28 (m, 4H). LCMS: m/z for C17H21N5O4++H observed 360.1 at 1.87 minutes of a 3.5 minute run, eluting 5-95% CH3CN in H2O (C18 column).

1. additionwas added
2. customto quench any remaining methoxide
3. filtrationThe resin was filtered off
4. customthe solvent was evaporated
5. customSalts were removed
6. customby partition between water and dichloromethane
7. dry with materialthe combined organic layers were dried over magnesium sulfate
8. customevaporated to dryness