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

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 Information

RIDADR 

UN2811

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

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

5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID(916325-85-4)Related Product Information

• 1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBALDEHYDE
• 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBALDEHYDE
• 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDINE-3-CARBOXYLIC ACID
• 1H-Pyrazolo[3,4-b]pyridine-3-carboxylicacid(9CI)