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5-Bromo-2-fluoropyridine-3-carboxaldehyde

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5-Bromo-2-fluoropyridine-3-carboxaldehyde manufacturers

5-Bromo-2-fluoropyridine-3-carboxaldehyde Basic information
Product Name:5-Bromo-2-fluoropyridine-3-carboxaldehyde
Synonyms:5-Bromo-2-fluoro-pyridin-3-carbaldehyde;5-Bromo-2-fluoro-3-pyridinecarboxaldehyde;5-Bromo-2-fluoropyridine-3-carboxaldehyde;5-Bromo-2-fluoropyridine-3-carboxaldehyde, 5-Bromo-2-fluoro-3-formylpyridine;3-Pyridinecarboxaldehyde, 5-broMo-2-fluoro-;5-Bromo-2-fluoropyridine-3-carboxaldehyde ISO 9001:2015 REACH;5-bromo-2-fluoronicotinaldehyde;5-Bromo-2-fluoro-3-formylpyridine
CAS:875781-15-0
MF:C6H3BrFNO
MW:204
EINECS:
Product Categories:Building Blocks;Pyridine;Fluorine series
Mol File:875781-15-0.mol
5-Bromo-2-fluoropyridine-3-carboxaldehyde Structure
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
InChIInChI=1S/C6H3BrFNO/c7-5-1-4(3-10)6(8)9-2-5/h1-3H
InChIKeyMUYVOGAJRCBWCY-UHFFFAOYSA-N
SMILESC1(F)=NC=C(Br)C=C1C=O
Safety Information
Safety Statements 24/25
HS Code 29333990
MSDS Information
5-Bromo-2-fluoropyridine-3-carboxaldehyde Usage And Synthesis
Uses5-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
N-Formylpiperidine

2591-86-8

5-Bromo-2-fluoropyridine

766-11-0

5-Bromo-2-fluoropyridine-3-carboxaldehyde

875781-15-0

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