1. 5-Bromo-1-methyl-2-oxodihydroindole (537 mg, 2.375 mmol), pinacol bis(boronic acid) (987 mg, 3.89 mmol), potassium acetate (636 mg, 6.48 mmol), Pd(dppf)Cl2-CH2Cl2 (88 mg, 0.108 mmol) and 1,2-di-methoxyethane (15.6 mL) were sequentially added to the microwave reaction vial. -dimethoxyethane (15.6 mL).
2. The reaction mixture was stirred at 80 °C overnight.
3. Upon completion of the reaction, the reaction solution was concentrated and the solvent was removed.
4. The crude product was purified by silica gel column chromatography (Biotage system, cyclohexane/ethyl acetate gradient elution) to afford the target compound 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dihydroindol-2-one (500 mg, 85% yield). 5. The structure of the product was confirmed by 1H-1H-1 , 1H-1 ,2,3,2-dihydroxyethylene dimethoxyethane (15.6 mL).
5. The structure of the product was confirmed by 1H-NMR (500 MHz, CDCl3): δ 7.78 (d, J = 7.7 Hz, 1H), 7.69 (s, 1H), 6.84 (d, J = 7.7 Hz, 1H), 3.52 (s, 2H), 3.24 (s, 3H), 1.36 (s, 12H).
6. LC-MS (ESI, m/z) analysis showed Rt = 2.90 min, [M-H]- m/z = 274 (HPLC method E).
