Synthesis
General procedure for the synthesis of 2-amino-3-hydroxy-6-methylpyridine from 3-hydroxy-6-methyl-2-nitropyridine: 3-hydroxy-6-methyl-2-nitropyridine (30 g, 194.6 mmol) was dissolved in ethanol and the hydrogenation reaction was carried out for 1 hr at 50 °C using hydrogen (5 psi) and 20% Pd(OH)2/C catalyst. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford the target product 2-amino-3-hydroxy-6-methylpyridine as a brown solid (23.68 g, 98% yield). The NMR data of the product was consistent with the expected structure.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 10, p. 2679 - 2684
[2] Patent: US2002/169200, 2002, A1
[3] Patent: US2004/92538, 2004, A1. Location in patent: Page 41-42
[4] Patent: WO2006/51410, 2006, A1. Location in patent: Page/Page column 40
[5] Patent: WO2008/51533, 2008, A2. Location in patent: Page/Page column 81-82