2-Bromo-6-fluoroanisole Chemical Properties

Boiling point:

208.6±20.0 °C(Predicted)

Density 

1.531±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

liquid

color 

colorless

InChI

InChI=1S/C7H6BrFO/c1-10-7-5(8)3-2-4-6(7)9/h2-4H,1H3

InChIKey

RLSQPLJXDTXSCL-UHFFFAOYSA-N

SMILES

C1(Br)=CC=CC(F)=C1OC

CAS DataBase Reference

845829-94-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2909309090

2-Bromo-6-fluoroanisole Usage And Synthesis

Chemical Properties

Colorless to pale yellow liquid

Uses

2-Bromo-6-fluoroanisole is a reactant in the preparation of quinazolines as a c-jun N-terminal kinase (JNK) inhibitor with good brain penetration.

Synthesis

GENERAL METHOD: 2-bromo-6-fluorophenol (0.1 mol) was dissolved in DMF (100 mL) and K2CO3 (0.1 mol) and iodomethane (0.1 mol) were added sequentially. The reaction mixture was stirred at room temperature for 24 hours. After the reaction was completed, water (400 mL) was added to dilute and the mixture was extracted with hexane. The organic phase was separated, washed with water, dried over anhydrous sodium sulfate, filtered through a short column of silica gel and the filtrate was concentrated under reduced pressure to give 2-bromo-6-fluoroanisole.

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 89, p. 524 - 539

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