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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-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-;5-Fluoroindazole-3-carbaldehyde
CAS:485841-48-3
MF:C8H5FN2O
MW:164.14
EINECS:
Product Categories:HALIDE;Indazoles
Mol File:485841-48-3.mol
5-Fluoro-1H-indazole-3-carbaldehyde Structure
5-Fluoro-1H-indazole-3-carbaldehyde Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceWhite to light brown Solid
Safety Information
HS Code 2933998090
MSDS Information
5-Fluoro-1H-indazole-3-carbaldehyde Usage And Synthesis
Uses5-fluoro-1H-indazole-3-carbaldehyde is used as a key intermediate in the synthesis of a variety of polyfunctionalized 3-substituted indazoles.
Synthesis
(5-FLUORO-1H-INDAZOL-3-YL)-METHANOL

518990-02-8

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

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
5-Fluoro-1H-indazole-3-carbaldehyde Preparation Products And Raw materials
Raw materials(5-Fluoro-1H-indazol-3-yl)-methanol-->Ethyl acetate-->Manganese dioxide
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