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5-Aminomethyl indazole

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5-Aminomethyl indazole Basic information
Product Name:5-Aminomethyl indazole
Synonyms:5-Aminomethyl-1H-indazole;C-(1H-Indazol-5-yl)-methylamine;(1H-Indazol-5-yl);(1H-indazol-5-yl)methanamine;1H-Indazole-5-methanamine;1-(1H-indazol-5-yl)methanamine;5-Indazolylmethanamine;5-Aminomethyl indazole
CAS:267413-25-2
MF:C8H9N3
MW:147.18
EINECS:
Product Categories:Building Blocks;Indazole
Mol File:267413-25-2.mol
5-Aminomethyl indazole Structure
5-Aminomethyl indazole Chemical Properties
Boiling point 352.1±17.0 °C(Predicted)
density 1.278±0.06 g/cm3(Predicted)
storage temp. 2-8°C, protect from light
form solid
pka14.10±0.40(Predicted)
color Tan
Safety Information
HS Code 2933998090
MSDS Information
5-Aminomethyl indazole Usage And Synthesis
Synthesis
1H-INDAZOLE-5-CARBONITRILE

74626-47-4

5-AMINOMETHYL INDAZOLE

267413-25-2

The general procedure for the synthesis of 5-aminomethylindazole from 1H-indazole-5-carbonitrile was as follows: 1H-indazole-5-carbonitrile (100 mg, 0.699 mmol) was dissolved in tetrahydrofuran (4 mL) at room temperature, and this solution was subsequently added slowly to a suspension of lithium aluminum hydride (53 mg, 1.40 mmol) in tetrahydrofuran (4 mL). The reaction mixture was heated to reflux for 2 hours. Upon completion of the reaction, water (0.053 mL), 2 N aqueous lithium hydroxide (0.106 mL) and water (0.212 mL) were sequentially added to the reaction system, stirred and filtered. The filtrate was concentrated under reduced pressure to remove the solvent and the residue was dried under reduced pressure to afford the target product 1-(1H-indazol-5-yl)methylamine (97 mg, 94% yield).

References[1] Patent: EP1403255, 2004, A1. Location in patent: Page 56
[2] Patent: US6376499, 2002, B1
[3] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 15, p. 4191 - 4195
[4] Patent: WO2010/47990, 2010, A1. Location in patent: Page/Page column 18; 33
[5] Patent: WO2010/82044, 2010, A1. Location in patent: Page/Page column 34
5-Aminomethyl indazole Preparation Products And Raw materials
Raw materials1H-Indazole-5-carbonitrile-->Water-->Lithium hydroxide-->Tetrahydrofuran-->Lithium Aluminum Hydride
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