反应详情

温度

100 °C

A mixture of 5-bromo-3-(5-chloro-8-fluoroisoquinolin-3-yl)-pyridin-2-ylamine (BB4) (25 mg, 0.070 mmol), 3-thienylboronic acid (20 mg, 0.10 mmol) and potassium carbonate (29 mg, 0.21 mmol) in 1,4-dioxane (1.0 mL) and H2O (0.4 mL) was degassed and refilled with argon (3×) prior to the addition of Pd(dppf)Cl2 (5 mg, 0.01 mmol). The reaction mixture was degassed and refilled with argon (2×) and left to stir at 100° C. in the microwave reactor for 30 min. Then, the mixture was passed through PL-Thiol MP SPE resin and concentrated in vacuo. The residual oil was partitioned between DCM and H2O. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. Purification via MDP afforded the title compound as a yellow solid. MS (ES+): m/z=356.03/358.05 (100/50) [MH+]. HPLC: tR=3.22 min (ZQ2, polar—5 min).

1. customwas degassed
2. additionrefilled with argon (3×)
3. customThe reaction mixture was degassed
4. additionrefilled with argon (2×)
5. waitleft
6. concentrationconcentrated in vacuo
7. customThe residual oil was partitioned between DCM and H2O
8. washThe combined organic layers were washed with brine
9. dry with materialdried over anhydrous Na2SO4
10. filtrationfiltered
11. concentrationconcentrated in vacuo
12. customPurification via MDP