2-METHOXY-4-METHYL-PYRIDINE-5-BORONIC ACID Chemical Properties

Boiling point:

339.2±52.0 °C(Predicted)

Density 

1.20±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

7.34±0.58(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

HS Code 

2933399990

2-METHOXY-4-METHYL-PYRIDINE-5-BORONIC ACID Usage And Synthesis

Synthesis

Under argon protection, butyl lithium solution (1.6 M in hexane, 15.3 mL, 22.27 mmol) was slowly added dropwise to a solution of 5-bromo-2-methoxy-4-methylpyridine (4.5 g, 22.3 mmol) dissolved in 150 mL of tetrahydrofuran, keeping the reaction temperature at -78 °C. After the reaction mixture was stirred continuously at -78 °C for 1 h, triisopropyl borate (6.2 mL, 26.7 mmol) was added. Subsequently, the reaction system was slowly warmed to room temperature and stirring was continued overnight. Upon completion of the reaction, the mixture was poured into a mixture of equal volumes of saturated aqueous ammonium chloride solution and water and extracted with ethyl acetate. The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated. The crude product was washed with ethyl ether to afford 6-methoxy-4-methylpyridine-3-boronic acid as a white solid (2.12 g, 56.6% yield).LRMS (m/z): 168 (M + 1)+.

References

[1] Bioorganic and medicinal chemistry letters, 2003, vol. 13, # 2, p. 289 - 291
[2] Patent: EP2738172, 2014, A1. Location in patent: Paragraph 0107

2-METHOXY-4-METHYL-PYRIDINE-5-BORONIC ACID(503184-35-8)Related Product Information

• 2-Methoxy-4-methylpyridine
• 2-METHYL-6-METHOXYPYRIDINE-3-BORONIC ACID
• 2-Methoxy-5-methylpyridin-3-ylboronic acid
• 2-Methoxy-5-pyridineboronic acid
• 4-Methylpyridine-3-boronic acid
• 2-METHOXY-4-METHYL-3-NITROPYRIDINE-5-BORONIC ACID PINACOL ESTER
• 2-ETHOXY-4-METHYL-5-PYRIDINYLBORONIC ACID
• 2-METHOXY-4-METHYL-PYRIDINE-5-BORONIC ACID
• 6-HYDROXY-3-PYRIDINEBORONIC ACID