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5-FLUORO-2-METHOXYNICOTINALDEHYDE

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5-FLUORO-2-METHOXYNICOTINALDEHYDE Basic information

Product Name:
5-FLUORO-2-METHOXYNICOTINALDEHYDE
Synonyms:
  • 5-FLUORO-2-METHOXYNICOTINALDEHYDE
  • 5-FLUORO-2-METHOXY-3-PYRIDINE CARBOXALDEHYDE
  • 2-Methoxy-3-Fluoro-6-Methylpyridine
  • 3-Pyridinecarboxaldehyde, 5-fluoro-2-methoxy- (9CI)
  • 3-Fluoro-2-methoxy-6-methylpyridine
  • 5-fluoro-2-Methoxypyridine-3-carbaldehyde
  • 5-Fluoro-2-methoxy-3-pyridine carboxyldehyde
  • 5-Fluoro-2-methoxypyridine-3-carboxaldehyde, 5-Fluoro-3-formyl-2-methoxypyridine
CAS:
351410-62-3
MF:
C7H6FNO2
MW:
155.13
Product Categories:
  • HALIDE
  • METHOXY
  • ALDEHYDE
  • Pyridine
  • Pyridines
  • Fluorin-contained pyridine series
  • Building Blocks
Mol File:
351410-62-3.mol
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5-FLUORO-2-METHOXYNICOTINALDEHYDE Chemical Properties

Boiling point:
233.2±35.0 °C(Predicted)
Density 
1.266±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-0.82±0.20(Predicted)
form 
Solid
Appearance
White to off-white Solid
Sensitive 
Air & Moisture Sensitive
InChI
InChI=1S/C7H6FNO2/c1-11-7-5(4-10)2-6(8)3-9-7/h2-4H,1H3
InChIKey
YAGPZRLCMRMSFP-UHFFFAOYSA-N
SMILES
C1(OC)=NC=C(F)C=C1C=O
CAS DataBase Reference
351410-62-3(CAS DataBase Reference)
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Safety Information

HS Code 
2933399990
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5-FLUORO-2-METHOXYNICOTINALDEHYDE Usage And Synthesis

Synthesis

874822-98-7

351410-62-3

General procedure for the synthesis of 5-fluoro-2-methoxy-3-formylpyridine from 5-fluoro-3-hydroxymethyl-2-methoxypyridine: manganese(IV) dioxide (39.8 g, 458 mmol) was added to a 300 mL ethyl acetate solution of 5-fluoro-2-methoxy-pyridin-3-yl-methanol (36.8 g, 50.9 mmol), and the reaction mixture was at room temperature The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the diatomaceous earth pad was washed thoroughly with ethyl acetate. The filtrate and washings were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using 50% ethyl acetate in heptane solution as eluent to afford the target compound 5-fluoro-2-methoxy-3-formylpyridine as a light yellow solid (4.5 g, 29.0 mmol, 57.0% yield).

References

[1] Patent: US9096593, 2015, B2. Location in patent: Page/Page column 99

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