6-BROMO-4-FLUORO-1H-INDAZOLE Chemical Properties

Boiling point:

331.3±22.0 °C(Predicted)

Density 

1.861±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

12.00±0.40(Predicted)

form 

crystalline powder

color 

Yellow

InChI

InChI=1S/C7H4BrFN2/c8-4-1-6(9)5-3-10-11-7(5)2-4/h1-3H,(H,10,11)

InChIKey

IHCPAAHPKILIIC-UHFFFAOYSA-N

SMILES

N1C2=C(C(F)=CC(Br)=C2)C=N1

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

2811

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933998090

6-BROMO-4-FLUORO-1H-INDAZOLE Usage And Synthesis

Synthesis

4-Bromo-2,6-difluorobenzaldehyde (CAS 537013-51-7, 442.0 mg, 2.00 mmol) was suspended in ethylene glycol (10 mL) at room temperature, and hydrazine monohydrate (0.19 mL, 4.00 mmol) was slowly added with stirring. The reaction mixture was heated to 95 °C under nitrogen protection and maintained at this temperature for 2 hours. Upon completion of the reaction, the mixture was cooled to 5 °C and diluted with deionized water. Subsequently, the reaction solution was extracted with ethyl acetate, the organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 6-bromo-4-fluoro-1H-indazole (430.0 mg, 100% yield) as a yellow solid.

References

[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 23, p. 6194 - 6205
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 7, p. 3187 - 3197
[3] Patent: US2015/99782, 2015, A1. Location in patent: Paragraph 0225; 0226

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