反应详情

温度

100 °C

A mixture of (E)-5-(1-(4-bromophenyl)-2-phenylbut-1-en-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (0.1 g, 0.25 mmol), ethenesulfonamide (80 mg, 0.74 mmol), Pd(Ph3P)2Cl2 (18 mg, 0.025 mmol), triethylamine (0.25 g, 2.5 mmol) in DMF (1.25 mL) was degassed with 3 vacuum/nitrogen cycles, heated at 100° C. overnight, and then cooled to room temperature. The reaction mixture was diluted with water, extracted with EtOAc, washed with water, brine, dried over sodium sulfate, and filtered. The filtrate was concentrated down to give a residue that was redissolved in EtOH (2.5 ml). HCl (0.5 mL, 1.25 N HCl in ethanol) was added, and the mixture was heated at 80° C. for 1 h, diluted with water, and then extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with water, brine, dried over sodium sulfate, filtered, and concentrated to give the crude product. This crude material was purified on a RP-C18 column using 30-100% acetonitrile in water in the presence of 0.1% TFA to afford the title compound. LCMS: 430 (M+H)+.

1. customwas degassed with 3 vacuum/nitrogen cycles
2. temperaturecooled to room temperature
3. additionThe reaction mixture was diluted with water
4. extractionextracted with EtOAc
5. washwashed with water, brine
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was concentrated down
9. customto give a residue that
10. temperaturethe mixture was heated at 80° C. for 1 h
11. extractionextracted with ethyl acetate (2×50 mL)
12. washThe combined organic layers were washed with water, brine
13. dry with materialdried over sodium sulfate
14. filtrationfiltered
15. concentrationconcentrated
16. customto give the crude product
17. customThis crude material was purified on a RP-C18 column