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405224-24-0

405224-24-0 Structure

405224-24-0 Structure
IdentificationBack Directory
[Name]

5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE
[CAS]

405224-24-0
[Synonyms]

3-Amino-5-bromo-1H-pyrazo...
5-Bromo-1H-pyrazole[3,4-b]pyridin-3-amine
5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine
1H-Pyrazolo[3,4-b]pyridin-3-aMine,5-broMo-
3-Amino-5-bromo-1H-pyrazolo[3,4-B]pyridine
5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE
5-Bromo-1H-pyrazolo[3,4-b]pyridin-3-amine, 3-Amino-7-aza-5-bromo-1H-indazole
[Molecular Formula]

C6H5BrN4
[MDL Number]

MFCD08059261
[MOL File]

405224-24-0.mol
[Molecular Weight]

213.03
Chemical PropertiesBack Directory
[Boiling point ]

429.1±40.0 °C(Predicted)
[density ]

1.994
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[form ]

solid
[pka]

9.55±0.40(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C6H5BrN4/c7-3-1-4-5(8)10-11-6(4)9-2-3/h1-2H,(H3,8,9,10,11)
[InChIKey]

SSNUTEUZXZIYTB-UHFFFAOYSA-N
[SMILES]

C12NN=C(N)C1=CC(Br)=CN=2
Questions And AnswerBack Directory
[Uses]

3-Amino-5-bromo-1H-pyrazolo[3,4-B]pyridine is an organic intermediate.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE(405224-24-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Bromo-2-chloro-3-cyanopyridine

405224-23-9

5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE

405224-24-0

General procedure for the synthesis of 3-amino-5-bromo-1H-pyrazolo[3,4-b]pyridine from 5-bromo-2-chloronicotinonitrile: Compound 3 (5-bromo-2-chloronicotinonitrile, 307 mg, 1.4 mmol) was dissolved in ethanol (10 mL) in a microwave reactor tube, followed by the addition of 5 equiv. of hydrazine hydrate (NH2NH2-H2O) to the solution. The reaction mixture was placed in a microwave reactor and radiated at 170 °C for 10 min. Upon completion of the reaction, the solvent was removed by rotary evaporator to afford the target product 3-amino-5-bromo-1H-pyrazolo[3,4-b]pyridine (4) in quantitative yield.

[References]

[1] Patent: WO2007/59219, 2007, A1. Location in patent: Page/Page column 54-55
[2] Patent: WO2016/26549, 2016, A1. Location in patent: Page/Page column 43
[3] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 20, p. 5578 - 5585
[4] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 9, p. 1577 - 1580
[5] Patent: WO2013/42035, 2013, A1. Location in patent: Page/Page column 17
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