反应详情

温度

100 °C

A solution of 4-bromo-5-methoxy-1-methyl-1H-pyrazole (0.0133 g, 0.0697 mmol), 3-[(1S)-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 (0.020 g, 0.046 mmol), potassium carbonate (0.0193 g, 0.139 mmol) 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride, dichloromethane (3.79 mg, 0.00464 mmol) in previously degassed 4:1 dioxane:water (1.0 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. The combined fractions were concentrated in vacuo resulting in the title compound an off-white solid. 1H NMR (400 MHz, CD3OD): δ=1.80 (d, J=7.3 Hz, 3H), 3.63 (s, 3H), 3.67 (br. s., 2H), 3.72 (s, 3H), 5.07-5.16 (m, 1H), 6.91 (dd, J=4.2, 9.0 Hz, 1H), 7.10 (dd, J=8.8, 8.8 Hz, 1H), 7.34 (d, J=1.3 Hz, 1H), 7.52 (s, 2H), 7.67 (s, 1H). MS (ES+): m/z 415.09, 417.07 [MH+]. HPLC: tR=3.95 min (polar—5 min, ZQ3)

1. customwater (1.0 mL) was evacuated
2. additioncharged with N2 (2×)
3. customThis was further purified by Gilson HPLC
4. concentrationThe combined fractions were concentrated in vacuo