反应详情

An alternative synthesis was provided to prepare the compound of Example 20. A suspension of 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflate (17.29 g, 34.0 mmol), methyl (2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (5.5 g, 28.3 mmol) and potassium acetate (5.56 g, 56.6 mmol) in toluene (200 mL) was stirred at room temperature for 2 min. and then heated to reflux for 3 h. The mixture was filtered off and concentrated to dryness, which was then dissolved in DMF and purified by MDAP with TFA. The purified fractions were combined and neutrallized with ammonia. The organic solvent was removed under vacuo and the water layer was extracted with EA. The organic layer was combined and dried over Na2SO4 which was concentrated to give the white solid. The solid was recrystallized in MeCN to afford the title compound (3.0 g, 21.06% yield) LCMS: rt=3.43 min, [M+H+]=503.

1. customAn alternative synthesis
2. customwas provided
3. temperatureheated
4. temperatureto reflux for 3 h
5. filtrationThe mixture was filtered off
6. concentrationconcentrated to dryness, which
7. dissolutionwas then dissolved in DMF
8. custompurified by MDAP with TFA
9. customThe organic solvent was removed under vacuo
10. extractionthe water layer was extracted with EA
11. dry with materialdried over Na2SO4 which
12. concentrationwas concentrated
13. customto give the white solid
14. customThe solid was recrystallized in MeCN