1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo- Chemical Properties

Density 

1.830±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

11.42±0.40(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo- Usage And Synthesis

Synthesis

(a) Step 1: Glacial acetic acid (0.2 mL), water (0.4 mL) and hexamethylenetetetramine (0.087 g, 0.62 mmol) were added sequentially to 5-bromo-7-azaindole (0.087 g, 0.44 mmol), and the reaction was carried out in a sealed tube with stirring at 120°C overnight. Upon completion of the reaction, water was added to the mixture and the precipitated solid was collected by filtration to afford 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (0.061 g, 62% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 8.46 (d, J = 2.2 Hz, 1H), 8.53 (d, J = 2.2 Hz, 1H), 8.54 (s, 1H), 9.93 (s, 1H).

References

[1] Patent: EP2565192, 2013, A1. Location in patent: Paragraph 0304
[2] Patent: US2015/259357, 2015, A1. Location in patent: Paragraph 1561

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