| Identification | Back Directory | [Name]
5-Bromo-2-fluoropyridine-3-carboxaldehyde | [CAS]
875781-15-0 | [Synonyms]
5-bromo-2-fluoronicotinaldehyde
5-Bromo-2-fluoro-3-formylpyridine
5-Bromo-2-fluoro-pyridin-3-carbaldehyde
5-Bromo-2-fluoropyridine-3-carboxaldehyde
5-Bromo-2-fluoro-3-pyridinecarboxaldehyde
3-Pyridinecarboxaldehyde, 5-broMo-2-fluoro-
5-Bromo-2-fluoropyridine-3-carboxaldehyde ISO 9001：2015 REACH
5-Bromo-2-fluoropyridine-3-carboxaldehyde, 5-Bromo-2-fluoro-3-formylpyridine | [Molecular Formula]
C6H3BrFNO | [MDL Number]
MFCD09842440
| [MOL File]
875781-15-0.mol | [Molecular Weight]
204 |
| Chemical Properties | Back Directory | [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 | [form ]
Powder | [pka]
-4.59±0.20(Predicted) | [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 |
| Hazard Information | Back Directory | [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 |
|
|