5-BROMO-4-METHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Boiling point:

319.8±37.0 °C(Predicted)

Density 

1.503±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

0.16±0.10(Predicted)

Appearance

White to light yellow Solid

Safety Information

HS Code 

2933399990

5-BROMO-4-METHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

To a solution of 5-bromo-4-methylpyridine-2-carboxylic acid (650 mg, 3.0 mmol) in methanol (2 mL) was added concentrated sulfuric acid (catalytic amount). The reaction mixture was heated to reflux for 14 hours. After completion of the reaction, the mixture was cooled to 0 °C and neutralized with saturated sodium bicarbonate solution to pH 7-8. The insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using a suitable eluent (e.g. petroleum ether/ethyl acetate gradient elution) to afford methyl 5-bromo-4-methylpyridine-2-carboxylate (340 mg, 49% yield) as a white solid.

References

[1] Patent: US2011/71150, 2011, A1. Location in patent: Page/Page column 34
[2] Patent: US2013/158040, 2013, A1. Location in patent: Paragraph 0135
[3] Patent: US2013/158049, 2013, A1. Location in patent: Paragraph 0169
[4] Patent: US2013/158066, 2013, A1. Location in patent: Paragraph 0135

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