3-AMino-1H-indazole-4-carbonitrile

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Company Name: Yancheng Orgunion Pharmaceutical Sci & Tech Co., Ltd.  
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3-AMino-1H-indazole-4-carbonitrile manufacturers

3-AMino-1H-indazole-4-carbonitrile Basic information
Product Name:3-AMino-1H-indazole-4-carbonitrile
Synonyms:3-AMino-1H-indazole-4-carbonitrile;1H-Indazole-4-carbonitrile, 3-amino-
CAS:1240518-54-0
MF:C8H6N4
MW:158.16
EINECS:
Product Categories:
Mol File:1240518-54-0.mol
3-AMino-1H-indazole-4-carbonitrile Structure
3-AMino-1H-indazole-4-carbonitrile Chemical Properties
Boiling point 472.6±25.0 °C(Predicted)
density 1.43±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka12.50±0.40(Predicted)
AppearanceLight yellow to yellow Solid
Safety Information
MSDS Information
3-AMino-1H-indazole-4-carbonitrile Usage And Synthesis
Synthesis
3-FLUOROPHTHALODINITRILE

65610-13-1

3-AMino-1H-indazole-4-carbonitrile

1240518-54-0

General procedure for the synthesis of 3-amino-1H-indazole-4-carbonitrile from 3-fluorophthalonitrile: 3-fluoro-1,2-benzenedicarbonitrile (5 g, 34.2 mmol) was dissolved in ethanol (80 mL), and hydrazine monohydrate (4.98 mL, 103 mmol) was subsequently added to the solution. The reaction mixture was heated at 70 °C for overnight reaction. After completion of the reaction, the mixture was concentrated under vacuum and the residue was partitioned with ethyl acetate (200 mL) and water (200 mL). The organic layer was washed with water (100 mL) and the aqueous layer was then extracted with ethyl acetate (200 mL). All organic layers were combined and dried over anhydrous magnesium sulfate, followed by evaporation of the solvent under vacuum to give the title compound 3-amino-1H-indazole-4-carbonitrile (4.7 g, 87% yield) as a yellow solid.LCMS (System A) retention time (RT) = 0.53 min, electrospray positive ion mode (ES+ve) m/z 159 ([M+H]+).

References[1] Patent: US2010/216860, 2010, A1. Location in patent: Page/Page column 32
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 5, p. 1946 - 1960
[3] Patent: WO2015/67549, 2015, A1. Location in patent: Page/Page column 105
[4] Patent: US2015/126449, 2015, A1. Location in patent: Paragraph 0578 - 0580
3-AMino-1H-indazole-4-carbonitrile Preparation Products And Raw materials
Raw materials3-Fluorophthalodinitrile-->Ethanol-->Hydrazine hydrate
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