4-Bromo-2-fluoro-5-methylpyridine

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4-Bromo-2-fluoro-5-methylpyridine Basic information
Product Name:4-Bromo-2-fluoro-5-methylpyridine
Synonyms:Pyridine, 4-bromo-2-fluoro-5-methyl-;4-Bromo-2-fluoro-5-methylpyridine
CAS:1227577-02-7
MF:C6H5BrFN
MW:190.01
EINECS:
Product Categories:
Mol File:1227577-02-7.mol
4-Bromo-2-fluoro-5-methylpyridine Structure
4-Bromo-2-fluoro-5-methylpyridine Chemical Properties
Boiling point 221.0±35.0 °C(Predicted)
density 1.592±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka1.05±0.10(Predicted)
AppearanceColorless to light yellow Liquid
Safety Information
MSDS Information
4-Bromo-2-fluoro-5-methylpyridine Usage And Synthesis
Uses4-Bromo-2-fluoro-5-methylpyridine has properties and potential for diabetes treatment.
Synthesis
3-Bromo-2-fluoro-5-methylpyridine

17282-01-8

4-BROMO-2-FLUORO-5-METHYLPYRIDINE

1227577-02-7

General procedure for the synthesis of 4-bromo-2-fluoro-5-methylpyridine from 2-fluoro-3-bromo-5-methylpyridine: To a solution of 2-fluoro-3-bromo-5-methylpyridine (300 mg, 1.596 mmol) in tetrahydrofuran (THF, 10 mL) was added lithium diisopropylammonium (LDA, 2M, 0.8 mL) at -78°C and the reaction mixture was stirred at - 78 °C for 2 hours with stirring. Upon completion of the reaction, the reaction was quenched with 10 mL of water and extracted with ethyl acetate (EtOAc, 10 mL x 3). The organic phases were combined and concentrated to give the crude product. The crude product was purified by fast chromatography (normal phase, silica gel, petroleum ether: ethyl acetate = 0-100%, UV 254 and UV 280 detection) to afford 4-bromo-2-fluoro-5-methylpyridine (130 mg, 43% yield) as a yellow oil.1H-NMR (400 MHz, CDCl3) δppm: 2.37 (s, 3H), 7.19 (d 1H), 8.05 (s, 1H).

References[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 19, p. 6691 - 6703
[2] Patent: WO2017/221092, 2017, A1. Location in patent: Paragraph 00181
4-Bromo-2-fluoro-5-methylpyridine Preparation Products And Raw materials
Raw materials3-Bromo-2-fluoro-5-methylpyridine-->Tetrahydrofuran-->Lithium diisopropylamide
Tag:4-Bromo-2-fluoro-5-methylpyridine(1227577-02-7) Related Product Information
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