反应详情

温度

10 °C

To a solution of the intermediate from Example 1 Step C (11 g, 0.024 mol) in methanol (0.5 L) at 0° C. under nitrogen was added TiCl3 (15˜20%, 120 mL) over 45 minutes while maintaining the reaction temperature under 10° C. The solution was warmed to RT and stirred overnight. The volatiles were removed under reduced pressure, and the solution was made basic with saturated NaHCO3 and 5 N NaOH. Ethyl acetate was added and the mixture was stirred overnight. The solution was filtered through a Solka floe pad to remove the solids. The filtrate was extracted with EtOAc and the organic layer was then washed twice with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to provide the crude residue which was purified by on silica gel (gradient elution with 2%-10% DCM-methanol as an eluant) to yield the title compound. 1H NMR (300 MHz, DMSO-d6): δ13.12 (m, 1H), 11.45 (br, 1H), 7.22˜7.70 (m, 9H), 6.10˜6.32 (m, 2H).

1. temperatureThe solution was warmed to RT
2. customThe volatiles were removed under reduced pressure
3. additionEthyl acetate was added
4. stirringthe mixture was stirred overnight
5. filtrationThe solution was filtered through a Solka floe pad
6. customto remove the solids
7. extractionThe filtrate was extracted with EtOAc
8. washthe organic layer was then washed twice with brine
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. concentrationconcentrated under reduced pressure
12. customto provide the crude residue which
13. customwas purified by on silica gel (
14. washgradient elution with 2%-10% DCM-methanol as an eluant)