4-Methoxy-pyridin-2-ol Chemical Properties

Melting point:

101-102 °C

Boiling point:

355.1±42.0 °C(Predicted)

Density 

1.16±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

11.08±0.10(Predicted)

Appearance

Yellow to brown Solid

4-Methoxy-pyridin-2-ol Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-methoxy-2-pyridone from 4-methoxypyridine-N-oxide: 4-methoxypyridine-N-oxide (1.5 g, 1.98 mmol) was dissolved in acetic anhydride (45 mL) and heated to reflux overnight under nitrogen protection. After completion of the reaction, it was cooled to room temperature and concentrated under reduced pressure to remove the acetic anhydride. The residue was diluted with distilled water (15 mL) and methanol (15 mL) and stirred overnight at room temperature. Subsequently, all volatiles were removed and the residue was purified by fast column chromatography (silica gel, dichloromethane/methanol gradient elution, 0 to 10% methanol) to afford 4-methoxy-2-pyridinone (1.1 g, 71% yield) as a brown solid.LC-MS (ESI): m/z [M + H]+ 126.0.

References

[1] Patent: WO2016/4272, 2016, A1. Location in patent: Paragraph 00591
[2] Journal of Organic Chemistry, 2005, vol. 70, # 16, p. 6204 - 6212
[3] Tetrahedron Letters, 1995, vol. 36, # 42, p. 7575 - 7578
[4] Journal of Organic Chemistry, 1999, vol. 64, # 3, p. 950 - 953
[5] Patent: WO2007/48070, 2007, A2. Location in patent: Page/Page column 111

4-Methoxy-pyridin-2-ol(52545-13-8)Related Product Information

• RICININE
• 4-BENZYLOXY-2(1 H)-PYRIDONE
• 2-(4-METHOXY-2,3-DIHYDRO-FURO[2,3-B]QUINOLIN-2-YL)-PROPANE-1,2-DIOL
• 3-chloro-2,4-dimethoxypyridine
• penclomedine
• skimmianine
• N-(([(2-CHLORO-4-FLUOROBENZYL)OXY]IMINO)METHYL)-2-(4-FLUOROPHENOXY)-4-METHOXYNICOTINAMIDE
• AURORA KA-3527
• N-(([(4-FLUOROBENZYL)OXY]IMINO)METHYL)-2-(4-FLUOROPHENOXY)-4-METHOXYNICOTINAMIDE
• N-(([(2,4-DICHLOROBENZYL)OXY]IMINO)METHYL)-2-(4-FLUOROPHENOXY)-4-METHOXYNICOTINAMIDE
• AURORA KA-4658
• N-[(DIMETHYLAMINO)METHYLENE]-2-(4-FLUOROPHENOXY)-4-METHOXYNICOTINAMIDE
• AURORA KA-5064
• 2-(4-FLUOROPHENOXY)-3-(1H-1,2,4-TRIAZOL-3-YL)-4-PYRIDINYL METHYL ETHER
• AURORA KA-3496
• 2-(4-FLUOROPHENOXY)-4-METHOXYNICOTINAMIDE
• N-(([(2,6-DICHLOROBENZYL)OXY]IMINO)METHYL)-2-(4-FLUOROPHENOXY)-4-METHOXYNICOTINAMIDE
• 3-nitro-4-methoxypyridin-2-ol