2-amino-6-methylpyridin-3-ol Chemical Properties

Melting point:

153-154.5 °C

Boiling point:

342.7±42.0 °C(Predicted)

Density 

1.245±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

5.46±0.23(Predicted)

Appearance

Yellow to brown Solid

InChI

InChI=1S/C6H8N2O/c1-4-2-3-5(9)6(7)8-4/h2-3,9H,1H3,(H2,7,8)

InChIKey

WJRVHFJZHFWCMS-UHFFFAOYSA-N

SMILES

C1(N)=NC(C)=CC=C1O

Safety Information

HazardClass 

IRRITANT

HS Code 

2933399990

2-amino-6-methylpyridin-3-ol Usage And Synthesis

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

2-amino-6-methylpyridin-3-ol(20348-16-7)Related Product Information

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• 3-[(2,5-DIMETHYLBENZYL)OXY]-6-METHYLPYRIDIN-2-AMINE
• N-(4-fluorophenyl)-N-[3-methoxy-6-(4-morpholinylcarbonyl)-2-pyridinyl]amine
• 6-METHYL-2-NITRO-3-PYRIDYL 2-CHLORONICOTINATE