反应详情

温度

110 °C

5-(5-chloropyridazin-3-yl)-1-methyl-1H-indazole (75.0 mg, 0.307 mmol), bis(pinacolato)diboron (101.2 mg, 0.398 mmol), [1,1′Bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (37.5 mg, 0.046 mmol), and potassium acetate (90.2 mg, 0.920 mmol) were taken in a microwave vial, and the vial was vacuum pumped and flushed with argon three times. To this mixture was added degassed DMF (3 mL). The reaction mixture was heated at 110° C. for 2 h then cooled. To the cooled reaction mixture was added (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (180.0 mg, 0.368 mmol), tetrakis(triphenylphosphine)palladium(0) (53.1 mg, 0.046 mmol), K2CO3 (127.1 mg, 0.920 mmol) and degassed water (0.5 mL). The reaction mixture was heated to 110° C. for 2 h, cooled, filtered through Celite (ethyl acetate eluent), and concentrated. Purification by flash column chromatography on silica gel (hexanes/ethyl acetate eluent) provided the product. LCMS-ESI+ calc'd for C34H33ClN5O3S (M+H+): 626.2; Found: 625.5 (M+H+).

1. customflushed with argon three times
2. additionTo this mixture was added
3. customdegassed DMF (3 mL)
4. temperaturethen cooled
5. customTo the cooled reaction mixture
6. customdegassed water (0.5 mL)
7. temperatureThe reaction mixture was heated to 110° C. for 2 h
8. temperaturecooled
9. filtrationfiltered through Celite (ethyl acetate eluent)
10. concentrationconcentrated
11. customPurification by flash column chromatography on silica gel (hexanes/ethyl acetate eluent)
12. customprovided the product