| Identification | Back Directory | [Name]
5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID | [CAS]
916325-85-4 | [Synonyms]
5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID 5-bromo-2H-pyrazolo[3,4-b]pyridine-3-carboxylic acid 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, 5-broMo- | [Molecular Formula]
C7H4BrN3O2 | [MDL Number]
MFCD11040726 | [MOL File]
916325-85-4.mol | [Molecular Weight]
242.04 |
| Chemical Properties | Back Directory | [Boiling point ]
492.3±40.0 °C(Predicted) | [density ]
2.068±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
1.89±0.30(Predicted) | [Appearance]
White to yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid using methyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylate: 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (3.4 g, 13.2 mmol) was dissolved in methanol (50 mL), and 2M sodium hydroxide solution ( 10 mL) and the reaction was refluxed for 4 hours. After completion of the reaction, the mixture was cooled to room temperature, acidified with hydrochloric acid to pH<7, precipitated as a solid, and filtered to afford 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid (3.22 g, 100% yield). The product was characterized by 1H NMR (300 MHz, CD3OD): δ 8.62 (s, 1H), 8.58 (s, 1H); mass spectrometry (ESI) m/z: 359 (M+H+). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 15, p. 4297 - 4302 [2] Patent: WO2006/130673, 2006, A1. Location in patent: Page/Page column 74 [3] Patent: WO2011/84486, 2011, A1. Location in patent: Page/Page column 106; 112-113 [4] Patent: US2013/296302, 2013, A1. Location in patent: Paragraph 0499 [5] Patent: US2016/68550, 2016, A1. Location in patent: Paragraph 1061 |
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