6-AMINO-2-METHYL-2H-INDAZOLE Chemical Properties

Melting point:

148-150

Boiling point:

354.8±15.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

3.31±0.10(Predicted)

form 

Crystalline Powder

color 

Yellow to green

InChI

InChI=1S/C8H9N3/c1-11-5-6-2-3-7(9)4-8(6)10-11/h2-5H,9H2,1H3

InChIKey

MHCWLERQNFATHZ-UHFFFAOYSA-N

SMILES

N1=C2C(C=CC(N)=C2)=CN1C

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

29339980

6-AMINO-2-METHYL-2H-INDAZOLE Usage And Synthesis

Appearance

Brown crystalline powder

Uses

2-Methyl-2H-indazol-6-ylamine is a research chemical that can be used as a pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of 2-methyl-6-amino-2H-indazole from 2-methyl-6-nitro-2H-indazole: 10% palladium-carbon catalyst (51.7% in water, 1 g) was added to a solution of 2-methyl-6-nitro-2H-indazole (7.50 g, 40 mmol) in ethanol (150 ml). The reaction mixture was placed under hydrogen atmosphere and stirred at room temperature for 12 hours. After completion of the reaction, the catalyst was removed by filtration and the catalyst residue was washed with ethanol. The filtrate and washings were combined and the solvent was removed by distillation under reduced pressure to afford the target product 2-methyl-6-amino-2H-indazole as a light beige solid (6.05 g, 95.0% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 4, p. 1108 - 1110
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988, p. 403 - 409
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1988, vol. 24, # 4, p. 491 - 498
[4] Journal of Chemical Research, Miniprint, 1990, # 11, p. 2601 - 2615
[5] Heterocycles, 1995, vol. 41, # 3, p. 487 - 496

6-AMINO-2-METHYL-2H-INDAZOLE(50593-30-1)Related Product Information

• Indazole
• 2-METHYL-4,6-DINITRO-2H-INDAZOLE
• 5-23-06-00185 (Beilstein Handbook Reference)
• 2,3-DIMETHYL-2H-INDAZOL-6-AMINE
• 6-AMINO-2-METHYL-2H-INDAZOLE
• 2,3-DIMETHYL-6-NITRO-2H-INDAZOLE