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24059-83-4

24059-83-4 Structure

24059-83-4 Structure
IdentificationBack Directory
[Name]

3-METHOXYPICOLINIC ACID METHYL ESTER
[CAS]

24059-83-4
[Synonyms]

methyl 3-methoxypicolinate
3-METHOXYPICOLINIC ACID METHYL ESTER
Methyl 3-methoxypyridine-2-carboxylate
3-Methoxy-pyridin-2-carboxylic acid methyl ester
3-methoxy-2-pyridinecarboxylic acid methyl ester
3-Methoxy-pyridine-2-carboxylic acid methyl ester
2-PYRIDINECARBOXYLIC ACID, 3-METHOXY-, METHYL ESTER
[Molecular Formula]

C8H9NO3
[MDL Number]

MFCD06412569
[MOL File]

24059-83-4.mol
[Molecular Weight]

167.16
Chemical PropertiesBack Directory
[Boiling point ]

280.4±20.0 °C(Predicted)
[density ]

1.156±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

1.16±0.10(Predicted)
[Appearance]

Colorless to yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

3-METHOXYPICOLINIC ACID METHYL ESTER(24059-83-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-HYDROXY-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

62733-99-7

Iodomethane

74-88-4

3-METHOXYPICOLINIC ACID METHYL ESTER

24059-83-4

In a 50 mL round-bottomed flask equipped with a magnetic stirrer, methyl 3-hydroxy-2-pyridinecarboxylate (3.5 g, 22.80 mmol), potassium carbonate (3.46 g, 25.0 mmol), iodomethane (4.87 g, 34.3 mmol), and N,N-dimethylformamide (20 mL) were added sequentially. The reaction mixture was stirred at room temperature for 18 h under nitrogen protection. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (30 mL) and water (10 mL). The organic phase was separated and the aqueous phase was extracted with ethyl acetate (3 × 10 mL). The organic phases were combined, dried with anhydrous sodium sulfate, and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent being a hexane solution of 30% ethyl acetate to give 2.1 g of methyl 3-methoxypyridine-2-carboxylate in 54% yield.

[References]

[1] ChemMedChem, 2016, vol. 11, # 23, p. 2607 - 2620
[2] Patent: WO2007/16525, 2007, A2. Location in patent: Page/Page column 50
[3] Patent: US2013/281396, 2013, A1. Location in patent: Paragraph 0310
[4] Patent: WO2018/52903, 2018, A1. Location in patent: Page/Page column 70-71
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