Methanesulfonic Acid → HCID 135800895, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N,N′-bis[2-(4-benzyloxy-3,5-dimethoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine (64.0 mg, 0.090 mmol) in acetic acid (1.0 mL) was added 10% palladium on charcoal (43.0 mg). Under hydrogen, the mixture was stirred at 50° C. for 1 hour and 30 minutes. Insoluble materials were removed by filtration through Celite, and the filtrate was concentrated under reduced pressure. A solution of the residue in methanolchloroform (1:10) was washed with saturated aqueous sodium hydrogencarbonate and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. To a solution of the residue in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.20 mL, 0.20 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (5.0 mL) was added to the residue, and the mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-diethyl ether to afford the title compound as a yellow crystalline powder (melting point:≧300.0°) (20.0 mg, yield: 31% based on N,N′-bis[2-(4-benzyloxy-3,5-dimethoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine).

Provenance & Evidence