2-broMo-5-(difluoroMethoxy)pyridine Chemical Properties

Boiling point:

235.2±35.0 °C(Predicted)

Density 

1.670±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-3.29±0.10(Predicted)

form 

liquid

color 

Pale yellow

Safety Information

HS Code 

2933399990

2-broMo-5-(difluoroMethoxy)pyridine Usage And Synthesis

Synthesis

Using 6-bromopyridin-3-ol (1.2 g, 6.9 mmol) and sodium difluorochloroacetate (2.1 g, 13.8 mmol) as raw materials, potassium carbonate (1.24 g, 8.97 mmol) was added in anhydrous DMF (10 ml) and the mixture was stirred and reacted for 20 hrs at 80 °C. After completion of the reaction, it was cooled to room temperature and the reaction mixture was partitioned between EtOAc and water. The aqueous layer was back-extracted with EtOAc, the organic phases were combined, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by chromatography on a Redi-Sep pre-populated silica gel column (40 g) using a gradient elution with hexane solution from 0 to 10% EtOAc to afford 2-bromo-5-difluoromethoxypyridine (0.89 g, 4.0 mmol, 58% yield) as a colorless oil.ESI-MS (M+1) m/z: 225.8.

References

[1] Journal of Medicinal Chemistry, 2010, vol. 53, # 23, p. 8421 - 8439
[2] Patent: US2013/225552, 2013, A1. Location in patent: Paragraph 0902
[3] Patent: EP1741703, 2007, A1. Location in patent: Page/Page column 73
[4] Patent: US2018/37594, 2018, A1. Location in patent: Paragraph 0280-0283
[5] Patent: US2014/249104, 2014, A1. Location in patent: Page/Page column

2-broMo-5-(difluoroMethoxy)pyridine(845827-14-7)Related Product Information

• 2-chloro-4-(difluoroMethoxy)pyridine
• 2-chloro-6-(difluoroMethoxy)pyridine
• 2-chloro-3-(difluoroMethoxy)pyridine
• 2-chloro-5-(difluoroMethoxy)pyridine