反应详情

温度

110 °C

To a solution of 2-(3-((3-chloropyrazin-2-yl)oxy)azetidin-1-yl)quinoline (see PREPARATION P2.6; 624 mg, 2.0 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (618 mg, 2.0 mmol) and K3PO4 (848 mg, 4.0 mmol) in 1,4-dioxane (20 mL) and H2O (4 mL) was added Pd(dppf)Cl2 (146 mg, 0.2 mmol) then the reaction mixture was stirred at 110° C. under N2 atmosphere overnight. The reaction mixture was filtered through CELITE® and washed with CH2Cl2 (50 mL). The filtrate was concentrated and the crude product was purified by silica gel column to give tert-butyl 4-(3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)pyrazin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (600 mg, 1.3 mmol, yield 65%). ESI-MS (M+1): 460 calc. for C26H29N5O3 459.

1. filtrationThe reaction mixture was filtered through CELITE®
2. washwashed with CH2Cl2 (50 mL)
3. concentrationThe filtrate was concentrated
4. customthe crude product was purified by silica gel column