1,2-Dimethoxyethane → HCID 58447928, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed tube were added N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(5,6-dichloropyridin-3-yl)acetamide 184-5 (65 mg, 0.16 mmol), 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 183-2 (42 mg, 0.19 mmol), Pd(PPh3)4 (9 mg, 0.08 mmol), Na2CO3 (84 mg, 0.79 mmol), DME (0.5 mL), H2O (0.5 mL) and ethanol (0.1 mL). The reaction mixture was stirred at 100° C. overnight. After cooling to room temperature, the solvents were removed by rotary evaporation. The crude product was purified by reverse phase HPLC to give N-(5-(4-acetylpiperazin-1-yl)pyridin-2-yl)-2-(2-(2-methylpyridin-4-yl)pyrimidin-5-yl)acetamide 184. MS m/z 465.2 (M+1); 1H NMR 400 MHz (MeOD) δ 8.52 (d, 2H), 8.46 (d, 1H), 7.98-7.95 (m, 2H), 7.87 (d, 1H), 7.53 (s, 1H), 7.49-7.46 (m, 1 Hz), 7.36 (dd, 1H), 3.81 (s, 2H), 3.67 (t, 2H), 3.62 (t, 2H), 3.13 (t, 2H), 3.08 (t, 2H), 2.56 (s, 3H), 2.08 (s, 3H).

Provenance & Evidence