GENERAL STEPS: To a flame-dried, sealable 2-5 mL Pyrex reactor were added the solid reactants: 2-chloro-4-cyanopyridine (1.0 mmol) and Cs2CO3 (1.5 mmol). The reactor was sealed with a rubber septum and pyrrolidone (2 mL/mmol [0.5 M]) was injected through the septum. Subsequently, the rubber septum was replaced with a PTFE screw cap. After sealing the reactor, the reaction was heated at 130 °C for 2 hours. Upon completion of the reaction, the resulting suspension was cooled to room temperature, filtered through a diatomaceous earth pad, and eluted with a solvent mixture of CH2Cl2/MeOH (7:3) to remove inorganic salts. Finally, the filtrate was concentrated and the residue was purified by silica gel column chromatography to afford the target product 2-chloroisonicotinamide.
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