1-Methyl-1H-indazol-6-ylamine

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1-Methyl-1H-indazol-6-ylamine manufacturers

1-Methyl-1H-indazol-6-ylamine Basic information
Product Name:1-Methyl-1H-indazol-6-ylamine
Synonyms:6-AMINO-1-METHYLINDAZOLE;6-Amino-1-methyl-1H-indazole;1-methyl-1H-indazole-6-amine;6-AMino-1-Methyl-1H-indaz...;1-Methyl-1H-indazole-6-ylamine;1H-Indazol-6-amine, 1-methyl-;1-Methyl-1H-indazol-6-amine;1-methylindazol-6-amine
CAS:74728-65-7
MF:C8H9N3
MW:147.18
EINECS:
Product Categories:Building Blocks;Indazole;pharmacetical
Mol File:74728-65-7.mol
1-Methyl-1H-indazol-6-ylamine Structure
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
pka3.65±0.10(Predicted)
color Brown
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22
HazardClass IRRITANT
HS Code 29339980
MSDS Information
1-Methyl-1H-indazol-6-ylamine Usage And Synthesis
Synthesis
1-METHYL-6-NITRO-1H-INDAZOLE

6850-23-3

1-METHYL-1H-INDAZOL-6-YLAMINE

74728-65-7

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
1-Methyl-1H-indazol-6-ylamine Preparation Products And Raw materials
Raw materials6-Nitroindazole-->1-Methyl-6-nitro-1H-indazole-->Tetrahydrofuran-->Hydrogen-->Ethanol
Preparation Products6-Amino-2-methyl-2H-indazole
Tag:1-Methyl-1H-indazol-6-ylamine(74728-65-7) Related Product Information
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