Pyridine → HCID 21075326, compound

Participants

Reaction Steps

To a mixture of 4-oxocyclohexanoic acid (1 g, 7.03 mmol), CH2Cl2 (25 ml), DMF (0.016 mL, 0.211 mmol), and pyridine (0.58 ml, 7.25 mmol) at 0° C. was added oxalyl chloride (0.62 mL, 7.11 mmol); The reaction mixture was allowed to warm to room temperature and stirred for 1.5 h. This mixture was added to a 0° C. mixture of 2-amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide (2.0 g, 7.03 mmol), pyridine (0.85 mL, 10.6 mmol), and CH2Cl2 (25 mL). The reaction mixture was allowed to warm to room temperature and stirred overnight. The mixture was filtered and the filtrate was concentrated and chromatographed (125 g silica gel, CH2Cl2 to 15% EtOAc/CH2Cl2) to give the title compound as a solid (600 mg, 21%).

Provenance & Evidence