反应详情

A mixture of Example 89A (1.3 g, 4.71 mmol), tin chloride dihydrate (5.3 g, 23.5 mmol) and triethylamine (13.1 mL, 94.2 mmol) in ethanol (50 mL) was heated at 70° C. for 6 hours, cooled. The insoluble material was filtered off and extensively washed with ethyl acetate. The combined filtrate was concentrated, and the residue was purified by flash chromatography eluting with 5% ethyl acetate in dichloromethane to provide the desired product (638 mg, 55%). MS (DCI/NH3) m/z 247.82 (M+H)+; 1H NMR (500 MHz, DMSO-D6) δ ppm 4.41 (d, J=5.93 Hz, 2 H) 5.20 (dd, J=10.45, 1.72 Hz, 1 H) 5.30 (dd, J=17.31, 1.72 Hz, 1 H) 5.43 (s, 2 H) 6.03 (m, 1 H) 6.56 (dd, J=10.29, 2.50 Hz, 1 H) 6.66 (dd, J=2.34, 1.72 Hz, 1 H).

1. temperaturecooled
2. filtrationThe insoluble material was filtered off
3. washextensively washed with ethyl acetate
4. concentrationThe combined filtrate was concentrated
5. customthe residue was purified by flash chromatography
6. washeluting with 5% ethyl acetate in dichloromethane