反应详情

温度

45 °C

A mixture of 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 (10.0 mg, 0.0232 mmol), 4-bromo-1-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-3-(trifluoromethyl)-1H-pyrazole (15.3 mg, 0.0464 mmol), Pd(PPh3)4 (1.34 mg, 0.00116 mmol), K2CO3 (9.63 mg, 0.0696 mmol) and 4:1 dioxane:H2O (0.5 mL, 5 mmol) was heated in a microwave reactor at 95° C. for 20 min. 12 M of HCl in H2O (0.1 mL, 1 mmol) was added, and the solution was heated to 45° C. for 1 h. The solution was used directly for HPLC purification, and the fractions containing the pure product were concentrated in vacuo to afford the title compound as a white solid. 1H NMR (400 MHz, CD3OD): δ=1.79 (d, J=7.1 Hz, 3H), 3.56 (d, J=5.3 Hz, 2H), 3.63 (br. s., 3H), 4.04 (dd, J=8.1, 3.8 Hz, 1H), 4.19 (dd, J=13.9, 8.1 Hz, 1H), 4.38 (dd, J=13.9, 3.8 Hz, 1H), 5.10 (q, J=7.0 Hz, 1H), 6.87 (dd, J=9.0, 4.2 Hz, 1H), 7.06 (t, J=8.8 Hz, 1H), 7.35 (d, J=1.3 Hz, 1H), 7.54 (s, 1H), 7.82 (s, 1H), 8.13 (br. s., 1H). MS (ES+): m/z=513.06/515.06 (100/50) [MH+]. HPLC: tR=3.26 min (polar—5 min, ZQ3).

1. customThe solution was used directly for HPLC purification
2. additionthe fractions containing the pure product
3. concentrationwere concentrated in vacuo