反应详情

温度

100 °C

A solution of 4-bromo-5-chloro-1,3-dimethyl-1H-pyrazole (0.0219 g, 0.104 mmol), 3-[(S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)-ethyl]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (0.030 g, 0.070 mmol), potassium carbonate (0.0289 g, 0.209 mmol) and Pd(PPh3)4 (8.04 mg, 0.00697 mmol) in previously degassed 4:1 dioxane:water (1.50 mL) was evacuated and charged with N2 (2×) and heated under microwave conditions [Biotage, 100° C., 30 min, high absorption]. This was further purified by Gilson HPLC resulting in the title compound as white solid. 1H NMR (400 MHz, CD3OD): δ=1.82 (d, J=7.3 Hz, 3H), 2.13 (s, 3H), 3.66 (br. s., 3H), 3.84 (s, 3H), 5.12 (q, J=7.2 Hz, 1H), 6.91 (dd, J=4.2, 9.0 Hz, 1H), 7.09 (dd, J=8.8, 8.8 Hz, 1H), 7.39 (d, J=1.3 Hz, 1H), 7.45 (s, 2H). MS (ES+): m/z 433.03, 435.01 (76/24) [MH+]. HPLC: tR=4.25 min (polar—5 min, ZQ3).

1. customwater (1.50 mL) was evacuated
2. additioncharged with N2 (2×)
3. customThis was further purified by Gilson HPLC