Potassium Phosphate, Tribasic → methyl 2-(1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate

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To a solution of methyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (200.0 mg, 0.68 mmol) in 1,4-dioxane (1 mL) was added 1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-ylboronic acid (320.0 mg, 1.40 mmol), K3PO4 (440.0 mg, 2.08 mmol), Pd(PPh3)4 (40.0 mg, 0.03 mmol) under nitrogen atmosphere. After stirring 1 h at 90° C., the reaction mixture was dissolved in dichloromethane (50 mL), washed with water (3×20 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a residue, which was purified by a silica gel column with 0.1%-1% ethyl acetate in petroleum ether to afford methyl 2-(1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate as a light yellow solid (280.0 mg, 81%).

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