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ChemicalBook--->CAS DataBase List--->845827-14-7

845827-14-7

845827-14-7 Structure

845827-14-7 Structure
IdentificationBack Directory
[Name]

2-broMo-5-(difluoroMethoxy)pyridine
[CAS]

845827-14-7
[Synonyms]

2-Bromo-5-(difluoromethoxy)
2-broMo-5-(difluoroMethoxy)pyridine
Pyridine,2-bromo-5-(difluoromethoxy)-
[Molecular Formula]

C6H4BrF2NO
[MDL Number]

MFCD13185842
[MOL File]

845827-14-7.mol
[Molecular Weight]

224
Chemical PropertiesBack Directory
[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
[form ]

liquid
[pka]

-3.29±0.10(Predicted)
[color ]

Pale yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P271-P280
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-broMo-5-(difluoroMethoxy)pyridine(845827-14-7)1HNMR
2-broMo-5-(difluoroMethoxy)pyridine(845827-14-7)19FNMR
Hazard InformationBack Directory
[Synthesis]

2-Bromo-5-hydroxypyridine

55717-45-8

Sodium chlorodifluoroacetate

1895-39-2

2-broMo-5-(difluoroMethoxy)pyridine

845827-14-7

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
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