5-Bromo-3-chloro-2-fluoropyridine Chemical Properties

Melting point:

60℃

Boiling point:

206.3±35.0 °C(Predicted)

Density 

1.829±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

form 

Solid

pka

-5.07±0.20(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

38185-56-7

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1 / PGIII

HS Code 

2933399990

5-Bromo-3-chloro-2-fluoropyridine Usage And Synthesis

Uses

5-Bromo-3-chloro-2-fluoropyridine is used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.

Synthesis

2) The reaction system was cooled in an ice bath, followed by the slow addition of sodium nitrite (4.8 g, 70 mmol) to a solution consisting of the above amine product (12.6 g, 61 mmol) dissolved in hydrogen fluoride/pyridine (70% HF, 91 ml). The reaction mixture was stirred continuously for 30 min at room temperature. After completion of the reaction, ice was added to the reaction solution and neutralized with sodium carbonate solution. Subsequently, the organic layer was separated by extraction with ether. The organic layer was washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and finally concentrated under reduced pressure to remove the solvent. The crude product obtained was further purified by silica gel column chromatography (eluent ratio hexane:ethyl acetate=80:20) to afford the target compound 5-bromo-3-chloro-2-fluoropyridine (11.1 g, 87% yield) as a white solid.

References

[1] Patent: EP2221301, 2010, A1. Location in patent: Page/Page column 46
[2] Patent: WO2010/83246, 2010, A1. Location in patent: Page/Page column 143-144

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