3-Bromo-2-pyridinecarboxaldehyde Chemical Properties

Boiling point:

223.0±20.0 °C(Predicted)

Density 

1.683±0.06 g/cm3(Predicted)

storage temp. 

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

pka

1.12±0.10(Predicted)

form 

crystalline solid

color 

Faint orange

InChI

InChI=1S/C6H4BrNO/c7-5-2-1-3-8-6(5)4-9/h1-4H

InChIKey

DCOPXKMVVJNPSW-UHFFFAOYSA-N

SMILES

C1(C=O)=NC=CC=C1Br

Safety Information

HS Code 

2933399990

3-Bromo-2-pyridinecarboxaldehyde Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-bromopyridine-2-carbaldehyde from 2-methyl-3-bromopyridine: 3-bromo-2-methylpyridine (258 mg, 1.5 mmol) was dissolved in dioxane (5 mL), followed by the addition of selenium dioxide (666 mg, 6.0 mmol) under stirring conditions. The reaction mixture was heated to reflux for 48 hours. Upon completion of the reaction, the mixture was allowed to cool to room temperature and the filtrate was collected by filtration. The residue was purified by column chromatography to give a light yellow solid product (175 mg, 63% yield).

References

[1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 6, p. 1239 - 1245
[2] Patent: CN103570683, 2018, B. Location in patent: Paragraph 0687; 0691-0694
[3] Patent: US2016/176882, 2016, A1. Location in patent: Paragraph 0361; 0362
[4] Patent: WO2017/221100, 2017, A1. Location in patent: Paragraph 00170
[5] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036

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