| Identification | Back Directory | [Name]
1-METHYL-1H-INDAZOL-6-YLAMINE | [CAS]
74728-65-7 | [Synonyms]
1-methylindazol-6-amine
6-AMINO-1-METHYLINDAZOLE
1-Methyl-1H-indazol-6-amine
6-Amino-1-methyl-1H-indazole
1-methyl-1H-indazole-6-amine
6-AMino-1-Methyl-1H-indaz...
1-METHYL-1H-INDAZOL-6-YLAMINE
1H-Indazol-6-amine, 1-methyl-
1-Methyl-1H-indazole-6-ylamine | [Molecular Formula]
C8H9N3 | [MDL Number]
MFCD00456076 | [MOL File]
74728-65-7.mol | [Molecular Weight]
147.18 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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