反应详情

温度

105 °C

Example 79 was prepared according to the general procedure in Example 2, except heating at 105° C. for 2.25 h, and using the following materials: Intermediate 1A (50 mg, 0.084 mmol), 4-aminopyridin-3-ylboronic acid (81 mg, 0.59 mmol), sodium carbonate (31 mg, 0.292 mmol), EtOH:DME:H2O (1.2:2.5:1.0 ratio) (1.5 mL) and tetrakis(triphenylphosphine)palladium(0) (9.65 mg, 8.35 μmol). Example 79 was isolated as a yellow solid (10.2 mg, 32.3%). Purification was done by preparative HPLC (Condition A) using a Phenomenex Luna Axia 30×100 mm S10 column from 5% Solvent B to 85% Solvent B over 12 min, ret. T=5.7 min. 1H NMR (500 MHz, METHANOL-d4) δ ppm 8.93-9.00 (1 H, m), 8.71-8.79 (1 H, m), 8.60-8.67 (1 H, m), 8.22-8.27 (1 H, m), 8.18 (1 H, s), 8.09-8.14 (1 H, m), 7.84-7.93 (1 H, m), 7.69-7.80 (1 H, m), 7.37-7.47 (1 H, m), 6.79-6.92 (1 H, m) LC/MS (Condition B): ret. T=1.75 min, (M+H)+ 366.98. Analytical HPLC: (Condition A): >97%, ret. T=13.51 min, (Condition B): >97%, ret. T=15.81 min, (Condition C): >99%, ret. T=4.54 min, (Condition D): >97%, ret. T=4.87 min.

1. customExample 79 was prepared