(5-CHLORO-2-METHOXYPYRIDIN-4-YL)BORONIC ACID Chemical Properties

Boiling point:

347.6±52.0 °C(Predicted)

Density 

1.40±0.1 g/cm3(Predicted)

storage temp. 

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

pka

6.82±0.58(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933399990

(5-CHLORO-2-METHOXYPYRIDIN-4-YL)BORONIC ACID Usage And Synthesis

Uses

5-Chloro-2-methoxypyridine-4-boronic acid

Synthesis

Under nitrogen protection, 300 g of anhydrous tetrahydrofuran was added to the reaction flask with stirring turned on, followed by the addition of 17 g of 2-methoxy-5-chloropyridine and cooling of the reaction system to -30 °C. Slowly 70mL of 2.0M n-butyllithium dichloromethane solution was added dropwise. After the dropwise addition was completed, stirring was continued for 30 minutes, and then 26 g of 1,4,7-trimethyl-1,4,7-triazacyclononane was slowly added dropwise. After the reaction mixture was kept at -30°C for 2 hours, 26 mL of trimethyl borate was added slowly dropwise and stirring was continued for 1 hour. Subsequently, the reaction system was slowly warmed to room temperature and stirred for 1 hour. 400 g of concentrated hydrochloric acid was added to the reaction mixture and stirred for 1 hour for hydrolysis reaction. Stirring was stopped and allowed to stand for layering. The organic layer was separated and the aqueous layer was extracted three times with 100 g of petroleum ether. All organic layers were combined, dried with 50 g of anhydrous sodium sulfate and filtered. The filtrate was concentrated to dryness under reduced pressure to give 16 g of the target product 5-chloro-2-methoxy-4-pyridineboronic acid.

References

[1] Patent: CN102718785, 2016, B. Location in patent: Paragraph 0038; 0039

(5-CHLORO-2-METHOXYPYRIDIN-4-YL)BORONIC ACID(475275-69-5)Related Product Information

• 5-methoxypyridine-3-boronic acid sterol ester
• 5-Chloro-2-methoxypyridine-3-boronic acid
• (5-CHLORO-6-METHOXYPYRIDIN-3-YL)BORONIC ACID
• PYRIDINE-4-BORONIC ACID HYDROCHLORIDE
• 3-Chloro-4-pyridineboronic acid hydrate
• Pyridine-4-boronic acid
• (5-CHLORO-2-METHOXYPYRIDIN-4-YL)BORONIC ACID
• 2-Methoxypyridne-4-boronic acid