4-Amino-2-picoline

5470-66-6

18437-58-6

General procedure for the synthesis of 2-methyl-4-aminopyridine from 2-methyl-4-nitropyridine-N-oxide: 2-methyl-4-nitropyridine-N-oxide (5 g, 32.4 mmol) and iron powder (18.1 g, 324 mmol) were mechanically stirred for 3 hours in acetic acid (300 mL) at 70 °C. After completion of the reaction, the mixture was cooled to room temperature and concentrated under vacuum. The pH of the residue was adjusted to greater than 10 with aqueous NaOH, taking care to use a minimum amount of water. The reaction mixture was transferred to a liquid-liquid extractor and continuously extracted with chloroform for 12 hours. The organic layer was separated and dried over anhydrous sodium sulfate and subsequently concentrated in vacuum to afford the target product 4-amino-2-methylpyridine (3.5 g, >99% yield).