Potassium Carbonate → HCID 13386227, compound

Participants

Reaction Steps

A mixture of ethyl 2-bromopropionate (1.6 g), 4-[N-(1,7-dichloroisoquinolin-3-yl)-N-methylamino]phenol (2.76 g), anhydrous potassium carbonate (1.19 g) and methyl ethyl ketone was heated under reflux for a period of 3 hours. The mixture was cooled, washed with water and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give an oil which was purified by column chromatography over silica gel (eluant dichloromethane) to give ethyl 2-{4-[N-(1,7-dichloroisoquinolin-3-yl)-N-methylamino]phenoxy}propionate (3.10 g) as a yellow oil which crystallised from ethanol, mp 86° C. The assigned structure was confirmed by proton magnetic resonance spectroscopy and mass spectrometry. Proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 1.3 (3H, t); 1.65 (3H, d); 3.45 (3H, s); 4.25 (2H, q); 4.75 (1H, q); 6.40 (1H, s); 6.85-7.35 (6H, m); 8.00 (1H, s).

Provenance & Evidence