2-Aminopyridine → HCID 24770930, compound

Participants

Reaction Steps

A mixture of 2-aminopyridine (I1) (1.0 equiv., 5.30 mmol, 0.500 g), 4-nitrophenyl isocyanide (I2) (1.1 equiv., 5.80 mmol, 0.870 g), methyl 2-formylbenzoate (13) (1.1 equiv., 5.80 mmol, 0.960 g) and perchloric acid (0.1 equiv., 0.53 mmol, 0.053 g) in methanol (25 ml) was stirred at room temperature until no starting material was left. The progress of the reaction was monitored by LCMS. Potassium tert-butoxide (1.1 equiv., 5.80 mmol, 0.660 g) was added and the reaction mixture was further stirred at room temperature for 2 h. The resulting precipitate was filtered off and washed with isopropanol and isopropyl ether to give 6-(4-nitrophenyl)-pyrido[2′,1′:2,3]imidazo-[4,5-c]isoquinolin-5(6H)-one (1) (1.20 g, yield=63%, purity (LC)=95%).

Provenance & Evidence