反应详情

A mixture of Example 19A (1.8 g, 8.40 mmol) in dimethyl carbonate (7.1 mL, 84 mmol) was treated with sodium hydride (60% dispersion in mineral oil, 0.672 g, 16.80 mmol) and a catalytic amount of MeOH (2 drops), then the mixture was heated at reflux. After 3 hours, the reaction was cooled to room temperature, and then it was quenched with 2N HCl. The mixture was extracted with ether, then the extracts were dried (Na2SO4) and evaporated. Purification by silica gel chromatography (10 to 25% EtOAc-hexane, eluant) afforded the title compound. 1H NMR (300 MHz, DMSO-d6) δ 7.10-7.21 (m, 4H), 4.25 (dd, J=11.1, 2.8 Hz, 1H), 3.57 (s, 3H), 3.51 (d, J=15.9 Hz, 1H), 3.15 (d, J=15.9 Hz, 1H), 3.00 (m, 1H), 2.60 (d, J=16.3 Hz, 1H), 2.09 (m, 1H), 1.90 (d, J=5.2 Hz, 2H), 1.72-1.85 (m, 2H), 1.44-1.56 (m, 2H), 1.02-1.15 (m, 1H). MS (DCI+) m/z 273 (M+H), 290 (M+NH4).

1. temperatureat reflux
2. customit was quenched with 2N HCl
3. extractionThe mixture was extracted with ether
4. dry with materialthe extracts were dried (Na2SO4)
5. customevaporated
6. customPurification by silica gel chromatography (10 to 25% EtOAc-hexane, eluant)