Methanesulfonic Acid → HCID 22485496, compound

Participants

Reaction Steps

To a solution of N,N′-bis[2-(4-hydroxy-3,5-dimethoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine (74.0 mg, 0.135 mmol) synthesized as described in Example 14 in pyridine(1.5 mL)wasaddedbutyricanhydride(101.mg,0.640 mmol). After stirring at room temperature for 12 hours, the reaction mixture was concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate was added to the residue, and the mixture was extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium carbonate, 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 (0.27 mL, 0.27 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 chloroform-diethyl ether to afford the title compound as a yellow crystalline powder (melting point: 196.0-200.0° C.)(70.0 mg, yield: 59%).

Provenance & Evidence