反应详情

To a microwave vial containing 5-bromo-7-methylimidazo[1,5-a]pyrazin-8-one (150 mg, 0.66 mmol), 2-[2-(cyclopropylmethoxy)-5-ethylsulfonylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (290 mg, 0.80 mmol) and NaHCO3 (1 mL, 2M) in dioxane (3 mL) was added Pd(dppf)Cl2 (80 mg, 0.10 mmol). The mixture was purge with N2 for 2 min and sealed. The reaction was irradiated in microwave at 100° C. for 2 h. Water (20 mL) was added and the mixture was extracted with EtOAc (20 mL×3). The combined organic layers were washed with brine (20 mL), dried with Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromatography (PE: EA=5:1 to 1:1) to afford the title compound (55.3 mg, 22%) as a light yellow solid. 1H NMR (CDCl3, 400 MHz) δ 8.03 (dd, J1=8.4 Hz, J2=2.0 Hz, 2H), 7.94 (d, J=2.0 Hz, 1H), 7.56 (s, 1H), 7.15 (d, J=8.8 Hz, 1H), 6.49 (s, 1H), 3.96 (d, J=6.4 Hz, 2H), 3.54 (s, 3H), 3.16 (q, J=7.6 Hz, 1H), 1.33 (t, J=7.6 Hz, 1H), 1.08 (s, 1H), 0.54 (d, J=7.2 Hz, 2H), 0.54 (d, J=4.4 Hz, 2H). LCMS: 388.1 (M+1)+

1. customThe mixture was purge with N2 for 2 min
2. customsealed
3. customThe reaction was irradiated in microwave at 100° C. for 2 h
4. additionWater (20 mL) was added
5. extractionthe mixture was extracted with EtOAc (20 mL×3)
6. washThe combined organic layers were washed with brine (20 mL)
7. dry with materialdried with Na2SO4
8. filtrationfiltered
9. concentrationconcentrated in vacuum
10. customThe residue was purified by column chromatography (PE: EA=5:1 to 1:1)