| Identification | Back Directory | [Name]
5-AMINOMETHYL INDAZOLE | [CAS]
267413-25-2 | [Synonyms]
(1H-Indazol-5-yl)
5-AMINOMETHYL INDAZOLE
5-Aminomethyl-1H-indazole
1H-Indazole-5-methanamine
(1H-indazol-5-yl)methanamine
1-(1H-indazol-5-yl)methanamine
C-(1H-Indazol-5-yl)-methylamine | [Molecular Formula]
C8H9N3 | [MDL Number]
MFCD09028157
| [MOL File]
267413-25-2.mol | [Molecular Weight]
147.18 |
| Chemical Properties | Back Directory | [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 | [pka]
14.10±0.40(Predicted) | [color ]
Tan |
| Hazard Information | Back Directory | [Synthesis]
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 |
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