反应详情

温度

150 °C

[6-(Dimethylamino)-3-pyridinyl]boronic acid (34 mg, 0.202 mmol), 5-bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-1H-indole-7-carboxamide (75 mg, 0.202 mmol) and potassium carbonate (84 mg, 0.606 mmol) were suspended in 4 mL of dioxane:water (3:1) and degassed for a few minutes with nitrogen gas. Pd(PPh3)4 (23 mg) was then added and the reaction mixture was heated in a microwave oven at 150° C. for 40 minutes on ‘high’ absorption setting. After heating, LCMS of all crude reaction mixtures showed the desired m/z with few impurities. The crude reaction mixtures were filtered through 500 mg Stratospheres SPE Thiol cartridges eluting with 10 mL methanol/DCM (1:1) and concentrated. The residues were dissolved in DMSO (˜3 mL) and purified via RP-HPLC using an XBridge Prep C18 column with water/acetonitrile (0.1% NH4OH buffer). The desired fractions were concentrated, giving 0.029 g (34.8%) of the title compound.

1. customdegassed for a few minutes with nitrogen gas
2. additionPd(PPh3)4 (23 mg) was then added
3. customabsorption
4. temperatureAfter heating
5. customLCMS of all crude reaction mixtures
6. customThe crude reaction mixtures
7. filtrationwere filtered through 500 mg Stratospheres SPE Thiol cartridges
8. washeluting with 10 mL methanol/DCM (1:1)
9. concentrationconcentrated
10. dissolutionThe residues were dissolved in DMSO (˜3 mL)
11. custompurified via RP-HPLC
12. concentrationThe desired fractions were concentrated