3-Amino-4-iodopyridine

113975-32-9

105752-11-2

General procedure for the synthesis of 3-amino-4-iodopyridine from N-(4-iodo-3-pyridinyl)-2,2-dimethylpropanamide: N-(4-iodo-3-pyridinyl)-2,2-dimethylpropanamide (20.00 g, 65.76 mmol) was placed in a 2 L round-bottomed flask, and 24% sulfuric acid aqueous solution (640 mL) was added. The mixture was carefully heated to 100 °C and kept for 4 hours. The progress of the reaction was monitored by analytical HPLC. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was slowly adjusted to 7-8 with 4 N NaOH solution (~700 mL).Subsequently, saturated sodium bicarbonate solution was added and extracted with dichloromethane (3 x 500 mL). The organic phases were combined and concentrated to give 3-amino-4-iodopyridine (13.3 g, 92% yield).