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916325-85-4

916325-85-4 Structure

916325-85-4 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[RIDADR ]

UN2811
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID(916325-85-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

ethyl 5-chloro-[1,2,4]triazolo[4,3-a]pyrimidine-7-carboxylat

916325-84-3

5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID

916325-85-4

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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