Benzyl Bromide → HCID 67828573, compound

Participants

Reaction Conditions

Reaction Steps

To a 10 ml round bottomed flask fitted with a magnetic stirrer bar and nitrogen inlet was added 1,6-dihydro-1-[2-(3-pyridinylcarbonylamino)ethyl]-6-oxo-3-pyridinecarboxylic acid (0.20 g, 0.70 mmol), dimethylformamide (5.0 ml), potassium hydrogen carbonate (0.175 g, 1.75 mmol), and benzyl bromide (0.082 ml, 0.69 mmol). The resulting suspension was heated in a 50° C. oil bath with stirring. After 2 hours, the solution was concentrated and the residue suspended in dichloromethane-methanol and water. The layers were separated and the organic layer washed with water and the combined aqueous layers back-extracted with dichloromethane (2X). The combined organic layers were dried (Na2SO4). Filtration, concentration, and purification via medium pressure liquid chromotography (silica gel, 5% methanol/dichloromethane) afforded the desired product as a white powder, MP: 154°-155° C.

Provenance & Evidence