Cesium carbonate → HCID 70665111, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(pyrrolidin-1-yl)pyridin-3-ylboronic acid (244.9 mg, 1.28 mmol) in N,N-dimethylformamide (6 mL) was added 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (170.0 mg, 0.58 mmol), Pd(OAc)2 (17.2 mg, 0.03 mmol), DPPF (28.3 mg, 0.05 mmol), CuCl (50.5 mg, 0.51 mmol) and Cs2CO3 (332.4 mg, 1.02 mmol) with stirring for 0.5 h at 100° C. with an inert atmosphere of nitrogen. The reaction mixture was cooled and extracted with ethyl acetate (3×80 mL), dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was purified by a silica gel column with 2.5% ethyl acetate in petroleum ether to afford methyl 3-(isopropyl(methyl)amino)-2-(6-(pyrrolidin-1-yl)pyridin-3-yl)quinoxaline-6-carboxylate as a light yellow solid (130.0 mg, 55%).

Provenance & Evidence