5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester Chemical Properties

Boiling point:

302.2±37.0 °C(Predicted)

Density 

1.503

storage temp. 

Inert atmosphere,Room Temperature

pka

-0.17±0.10(Predicted)

Appearance

White to yellow Solid

InChI

InChI=1S/C8H8BrNO2/c1-5-3-6(9)4-10-7(5)8(11)12-2/h3-4H,1-2H3

InChIKey

KZPOANNAYCXMSH-UHFFFAOYSA-N

SMILES

C1(C(OC)=O)=NC=C(Br)C=C1C

Safety Information

HS Code 

2933399990

5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester Usage And Synthesis

Synthesis

Step C: Synthesis of methyl 5-bromo-3-methylpyridine-2-carboxylate 5-Bromo-3-methylpyridine-2-carboxylic acid (2.6 g, 12 mmol) was dissolved in N,N-dimethylformamide (20.0 mL) followed by addition of potassium carbonate (4.99 g, 36.1 mmol) and iodomethane (1.50 mL, 24.1 mmol). The reaction mixture was stirred at 80 °C for 40 min. After completion of the reaction, the mixture was extracted with ethyl acetate and water by partitioning. The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to give methyl 5-bromo-3-methylpyridine-2-carboxylate 2.3 g in yellow solid form in 83% yield.

References

[1] Patent: US2013/96144, 2013, A1. Location in patent: Paragraph 0392; 0393
[2] Patent: WO2008/100715, 2008, A1. Location in patent: Page/Page column 34

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