ethyl 5-((4-((2-oxopyridin-1(2H)-yl)methyl)phenyl)amino)nicotinate[ No CAS ]
Operation in experiment
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos; In toluene; at 120℃;Inert atmosphere;
To a solution of l-(4-aminobenzyl)pyridin-2(lH)-one (500 mg, 2.5 mmol, 1.0 eq) in toluene (15 mL) were added ethyl 5-bromonicotinate (633 mg, 2.7 mmol, 1.1 eq), K3PO4 (1.06 g, 5 mmol, 2.0 eq), Pd2(DBA)3 (36 mg, 0.0375 mmol, 0.015 eq) and X-phos (58 mg, 0.1 mmol, 0.04 eq) at rt. The mixture was heated at 120 C overnight under N2. After cooled to 25 C, the mixture was mixed with water (10 mL) and extracted with EA (10 mL X 3). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated. The resulting residue was purified via silica gel column (DCM/MeOH = 200/1, v/v) to afford ethyl 5-((4-((2-oxopyridin-l(2H)-yl)methyl)phenyl)amino)nicotinate as a yellow solid (350 mg, 40%).