4-BROMO-1-METHYL-1H-INDAZOLE Chemical Properties

Boiling point:

293.6±13.0 °C(Predicted)

Density 

1.60±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

0.26±0.30(Predicted)

form 

solid

color 

Off-white

InChI

InChI=1S/C8H7BrN2/c1-11-8-4-2-3-7(9)6(8)5-10-11/h2-5H,1H3

InChIKey

AQUSISHVASVOBL-UHFFFAOYSA-N

SMILES

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

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933998090

4-BROMO-1-METHYL-1H-INDAZOLE Usage And Synthesis

Synthesis

GENERAL METHOD: 4-Bromo-1H-indazole (1 eq.) was mixed with potassium carbonate (3 eq.) in acetone (15-30 mL) and stirred at room temperature for 30 minutes. Subsequently, iodomethane (1.2-1.8 eq.) was slowly added to the reaction system and the reaction was heated under reflux conditions for 3-8 hours. After completion of the reaction, acetone was removed by evaporation under reduced pressure and the residue was dissolved in ethyl acetate (30 mL). The organic phase was washed with saturated saline (3 x 15 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel fast column chromatography (eluent: ethyl acetate/cyclohexane, 1:2 or dichloromethane) to afford the target products 4-bromo-1-methyl-1H-indazole and 4-bromo-2-methyl-2H-indazole, respectively.

References

[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 17, p. 5296 - 5304

4-BROMO-1-METHYL-1H-INDAZOLE(365427-30-1)Related Product Information

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• 4,6-DIBROMO-INDAZOLECARBOXALDEHYDE