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Home > Encyclopedia > 2-Hydroxy-4-methylpyridine

2-Hydroxy-4-methylpyridine

2-Hydroxy-4-methylpyridine structure

2-Hydroxy-4-methylpyridine 

structure
  • CAS No:

    13466-41-6

  • Formula:

    C6H7NO

  • Chemical Name:

    2-Hydroxy-4-methylpyridine

  • Synonyms:

    2-HYDROXY-4-PICOLINE;4-METHYL-2(1H)-PYRIDINONE;4-METHYL-2(1H)-PYRIDONE;4-METHYL-PYRIDIN-2-OL;4-METHYL-2-PYRIDINOL;4-METHYL-2-PYRIDONE;2-HYDROXY-4-METHYLPYRIDINE 97%;2-Hydroxy-4-Piocoline

  • Categories:

    Organic Chemistry  >  Nitrogen Compounds

Description

off-white to light brown crystalline powder

2-Hydroxy-4-methylpyridine Basic Attributes

109.13

109.052765

107082

-0

29333995

Characteristics

29.1

0.1

off-white to light brown crystalline powder

1.1143 (rough estimate)

131-134 °C(lit.)

186-187 °C12 mm Hg(lit.)

186-187°C/12mm

1.5444 (estimate)

Safety Information

NONH for all modes of transport

3

36/37/38-40

26-37/39-36-22

Xi,Xn

P261-P305 + P351 + P338

H315-H319-H335

2-Hydroxy-4-methylpyridine Use and Manufacturing

Synthesis of intermediate V-a: 4-Methyl-pyridin-2-olIntermediate V-a was prepared using the method of Adger et al, in J. Chem. Soc. Perkin Trans. 1, 1988, p2791 -2796. A 1 L flask containing water (240 mL) was treated with cone. HDiisopropylazodicarboxylate (290mg, 1.43mmol) was added dropwise, at ambient temperature, to a stirred solution of 5(R)-hydroxymethyl-3-(3-fluoro-4-(3, 6-dihydro-(2H)-pyran-4-yl)phenyl)oxazolidin-2-one (International Patent Application Publication WO 97/09328, 300mg, 1.02mmol), 2-hydroxy-4-methylpyridine (167mg, 1.53mmol) and triphenylphosphine (402mg, 1.53mmol) in THF (8ml). The resulting solution was stirred at ambient temperature for 30 minutes before evaporating the solvent to give an oil. The oil was purified by flash chromatography (Merck 9385 silica, ethyl acetate / isohexane(3:2) eluant) to give the title product (181mg, 46%) as a crystalline solid. 1H-NMR (300MHz, CDCl3): d = 2.52 (m, 2H), 3.92 (t, 2H), 3.97 (dd, 1H), 4.12 (t, 1H), 4.32 (m, 2H), 4.59 (d, 2H), 5.02 (m, 1H), 6.06 (m, 1H), 6.59 (s, 1H), 6.75 (d, 1H), 7.26 (m, 2H), 7.41 (dd, 1H), 7.99 (d, 1H). MS: ESP+ (M+H)+= 385.

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