| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back Directory | [Synthesis]
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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