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1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)

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1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) Basic information

Product Name:
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)
Synonyms:
  • 1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)
  • 1H-Pyrrolo[3,2-b]pyridine-3-carbaldehyde
  • 4-Azazindole-3-carboxyaldehyde.
  • 4-Azaindole-3-carboxaldehyde 97%
  • 1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde, 3-Formyl-1H-pyrrolo[3,2-b]pyridine
  • 4-Azaindole-3-carboxaldehyde
  • 1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde
  • 2-b]pyridine-3-carbaldehyde
CAS:
276862-85-2
MF:
C8H6N2O
MW:
146.15
Product Categories:
  • PYRIDINE
  • ALDEHYDE
Mol File:
276862-85-2.mol
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1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) Chemical Properties

Boiling point:
361.1±22.0 °C(Predicted)
Density 
1.368
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
13.16±0.40(Predicted)
Appearance
Light brown to brown Solid
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Safety Information

HS Code 
2933998090
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1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) Usage And Synthesis

Synthesis

272-49-1

100-97-0

276862-85-2

General procedure for the synthesis of 4-azaindole-3-carbaldehyde from 4-azaindole and hexamethylenetetetramine: A mixture of 4-azaindole (0.500 g, 4.223 mmol), hexamethylenetetetramine (0.890 g, 6.348 mmol), and acetic acid (3.630 mL, 63.45 mmol) in water (9 mL) was heated and refluxed for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The target product 4-azaindole-3-carbaldehyde (0.550 g, 89% yield) was purified by silica gel column chromatography using a gradient elution of dichloromethane with methanol (2% to 4% methanol). The results of mass spectrometry analysis: ESI/APCI(+) m/z: 147 [M+H]+; ESI/APCI(-) m/z: 145 [M-H]-.

References

[1] Patent: WO2013/45516, 2013, A1. Location in patent: Page/Page column 198
[2] Patent: US2007/123535, 2007, A1. Location in patent: Page/Page column 35
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 5924 - 5934

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