Pyridine → HCID 18957879, compound

Participants

Reaction Steps

To a 25 ml round bottomed flask fitted with a magnetic stirrer bar, reflux condensor, and nitrogen inlet was added 1,6-dihydro-l-[2-(3-pyridinylcarbonylamino)ethyl]-6-oxo-3-pyridinecarboxylicacid (0.20 g, 0.70 mmol) and thionyl chloride (5.0 ml). The mixture was heated at reflux for 2 hours, cooled to room temperature, and concentrated. The residue was suspended in 2-propanol (5.0 ml) and 4-dimethylaminopyridine (1 mg). Pyridine (0.17 ml, 2.1 mmol) was added with stirring at room temperature. After 16 hours, the reaction mixture was concentrated. Purification via flash column chromotography (silica gel, 5% methanol/dichloromethane) and repurification via medium pressure liquid chromotography (silica gel, 5% methanol/dichloromethane) gave the desired product, MP: 160°-161 ° C.

Provenance & Evidence