ChemicalBook--->CAS DataBase List--->63572-73-6

63572-73-6

63572-73-6 Structure

63572-73-6 Structure
IdentificationBack Directory
[Name]

5-Nitro-1H-pyrazolo[3,4-b]pyridine
[CAS]

63572-73-6
[Synonyms]

5-Nitro-1H-pyrazolo[3,4-b...
5-Nitro-1H-pyrazolo[3,4-b]pyridine
1H-Pyrazolo[3,4-b]pyridine,5-nitro-
[Molecular Formula]

C6H4N4O2
[MDL Number]

MFCD11215386
[MOL File]

63572-73-6.mol
[Molecular Weight]

164.12
Chemical PropertiesBack Directory
[Melting point ]

212-213℃
[Boiling point ]

233.4±50.0 °C(Predicted)
[density ]

1.79±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

2.83±0.20(Predicted)
[Appearance]

Off-white to light yellow Solid
[InChI]

InChI=1S/C6H4N4O2/c11-10(12)5-1-4-2-8-9-6(4)7-3-5/h1-3H,(H,7,8,9)
[InChIKey]

RXLQRSOJODHPES-UHFFFAOYSA-N
[SMILES]

C12NN=CC1=CC([N+]([O-])=O)=CN=2
Spectrum DetailBack Directory
[Spectrum Detail]

5-Nitro-1H-pyrazolo[3,4-b]pyridine(63572-73-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

NITROMALONALDEHYDE SODIUM

34461-00-2

1H-Pyrazol-5-amine

1225387-53-0

5-Nitro-1H-pyrazolo[3,4-b]pyridine

63572-73-6

The general procedure for the synthesis of 5-nitro-7-azaindazole from the sodium salt of nitromalonaldehyde and 3H-pyrazol-3-amine was as follows: 3H-pyrazol-3-amine (0.804 g, 9.48 mmol) and nitromalonaldehyde monohydrate (1.56 g, 9.96 mmol) were suspended in acetic acid (12 mL), and the mixture was heated to 90 °C and stirred overnight. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured into water (50 mL). The resulting solid product was collected by filtration and the solid was washed with distilled water (3 x 20 mL). Finally, the solid was dried under vacuum to afford 5-nitro-1H-pyrazolo[3,4-b]pyridine (1.40 g, 84% yield) as a solid product.

[References]

[1] Patent: WO2011/25968, 2011, A1. Location in patent: Page/Page column 49
[2] Patent: WO2009/111279, 2009, A1. Location in patent: Page/Page column 96
[3] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1992, vol. 28, # 11, p. 1335 - 1339
[4] Khimiya Geterotsiklicheskikh Soedinenii, 1992, # 11, p. 1560 - 1564
[5] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 5, p. 342 - 347
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