5-Bromo-2-fluoropyridine-3-carboxaldehyde Chemical Properties

Boiling point:

258.2±35.0 °C(Predicted)

Density 

1.778±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-4.59±0.20(Predicted)

form 

Powder

color 

Off-white to pale yellow

InChI

InChI=1S/C6H3BrFNO/c7-5-1-4(3-10)6(8)9-2-5/h1-3H

InChIKey

MUYVOGAJRCBWCY-UHFFFAOYSA-N

SMILES

C1(F)=NC=C(Br)C=C1C=O

Safety Information

Safety Statements 

24/25

HS Code 

29333990

5-Bromo-2-fluoropyridine-3-carboxaldehyde Usage And Synthesis

Uses

5-Bromo-2-fluoro-3-pyridinecarboxaldehyde is used in the synthesis of [2,3-d]pyrimidine derivatives useful as Raf kinase inhibitors. Also used in the preparation of XIa inhibitors.

Synthesis

The general procedure for the synthesis of 5-bromo-2-fluoro-3-formylpyridine using N-formylpiperidine and 2-fluoro-5-bromopyridine as starting materials was as follows: the intermediate 5-bromo-1H-pyrazolo[3,4-b]pyridine was first prepared; subsequently, the crude product was ground in hexane (replacing the operation of crystallization from cyclohexane) according to the method described in WO2006015124 to obtain the target compound 5-bromo-2-fluoro-3-formylpyridine, the product was an off-white solid in 68% yield. Mass spectrometry (electrospray positive ion mode) showed m/z of 203.8 and 205.7 [M+H]+.

References

[1] Patent: US2008/293706, 2008, A1. Location in patent: Page/Page column 27; 85
[2] Patent: US2008/261921, 2008, A1. Location in patent: Page/Page column 73-74

5-Bromo-2-fluoropyridine-3-carboxaldehyde(875781-15-0)Related Product Information

• 5-Bromo-3-formylpyridine
• 5-Bromo-2-fluoropyridine
• 2-Bromo-5-fluoropyridine
• 5-BROMO-2-FLUORONICOTINIC ACID
• 2-Fluoro-5-bromo-3-methylpyridine
• 5-Bromo-2-fluoropyridine-3-carboxaldehyde