1-METHYL-1H-INDAZOL-6-YLAMINE Chemical Properties

Melting point:

172-173

Boiling point:

321.6±15.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

3.65±0.10(Predicted)

color 

Brown

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

29339980

1-METHYL-1H-INDAZOL-6-YLAMINE Usage And Synthesis

Synthesis

Step B: Synthesis of 1-methyl-1H-indazol-6-amine; A mixture of 1-methyl-6-nitro-1H-indazole (0.480 g, 2.71 mmol), platinum oxide (50 mg), ethanol (20 mL), and tetrahydrofuran (5 mL) was subjected to a hydrogenation reaction apparatus under atmospheric pressure. The reaction was stirred at room temperature for 1.5 hours under hydrogen pressure of 30 psi. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give 1-methyl-1H-indazol-6-amine (0.395 g, 99% yield) as an off-white solid. The product was characterized by 1H NMR (500 MHz, CDCl3): δ 7.80 (s, 1H), 7.48 (d, J = 8.5 Hz, 1H), 6.57 (dd, J = 8.5, 1.8 Hz, 1H), 6.53 (s, 1H), 3.94 (s, 3H), 3.86 (br s, 2H); ESI MS m/z 148 [M + H ]+.

References

[1] Patent: WO2009/42907, 2009, A1. Location in patent: Page/Page column 84-85
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6855 - 6868
[3] Patent: CN104876912, 2017, B. Location in patent: Paragraph 0047; 0193; 0194; 0197; 0198
[4] Patent: WO2013/100632, 2013, A1. Location in patent: Page/Page column 88
[5] Patent: US2014/371219, 2014, A1. Location in patent: Paragraph 0611

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