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5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE

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5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE Basic information

Product Name:
5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE
Synonyms:
  • 5-FLUORO-3-(1H)INDAZOLE CARBOXALDEHYDE
  • 5-FLUORO INDAZOLE-3-CARBOXALDEHYDE
  • 5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE
  • 5-Fluoro-3-(1H)indazolecarboxyaldehyde
  • 1H-Indazole-3-carboxaldehyde,5-fluoro-(9CI)
  • 5-fluoro-1H-Indazole-3-carboxaldehyde
  • 5-fluoro-2H-indazole-3-carboxaldehyde
  • 1H-Indazole-3-carboxaldehyde, 5-fluoro-
CAS:
485841-48-3
MF:
C8H5FN2O
MW:
164.14
Product Categories:
  • HALIDE
  • Indazoles
Mol File:
485841-48-3.mol
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5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE Chemical Properties

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
White to light brown Solid
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Safety Information

HS Code 
2933998090
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5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE Usage And Synthesis

Uses

5-fluoro-1H-indazole-3-carbaldehyde is used as a key intermediate in the synthesis of a variety of polyfunctionalized 3-substituted indazoles.

Synthesis

518990-02-8

485841-48-3

Step 3: Manganese dioxide (1.12 g, 12.9 mmol) was added to a solution of (5-fluoro-1H-indazol-3-yl)methanol (0.215 g, 1.29 mmol) in ethyl acetate (10 mL) at room temperature. The reaction mixture was stirred overnight and filtered through diatomaceous earth. The filtrate was concentrated and the resulting residue was purified by silica gel column chromatography (eluent: chloroform/methanol) to afford 5-fluoro-1H-indazole-3-carbaldehyde (0.150 g, 70% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 7.41 (ddd, J = 2.2,8.8,9.5 Hz, 1H), 7.75-7.81 (m, 2H), 10.18 (s, 1H), 14.32 (br s, 1H).

References

[1] Patent: EP2565192, 2013, A1. Location in patent: Paragraph 0352

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