General procedure for the synthesis of 3-amino-6-methoxy-5-methylpyridine from 2-methoxy-5-nitro-3-methylpyridine: (1c) 6-methoxy-5-methyl-3-pyridinamine [Eq. 10]; 2-methoxy-3-methyl-5-nitro-pyridine (1.63 g, 9.71 mmol) was dissolved in methanol (50 mL), 10% Pd/C catalyst was added (50% water content, 800 mg) and the reaction was stirred under hydrogen atmosphere for 2 h 10 min. Upon completion of the reaction, it was filtered through diatomaceous earth and the solvent was evaporated to afford 3-amino-6-methoxy-5-methylpyridine (1.25 g, 9.0 mmol, 93% yield) as a blue oil.1H NMR (400 MHz, DMSO-d6) δ ppm: 2.03 (3H, s), 3.73 (3H, s), 4.62 (2H, s), and 6.83-6.86 (1H, m), 7.31-7.34 (1H, m).
