7-FLUORO INDAZOLE synthesis
- Product Name:7-FLUORO INDAZOLE
- CAS Number:341-24-2
- Molecular formula:C7H5FN2
- Molecular Weight:136.13
2646-91-5
341-24-2
General procedure for the synthesis of 7-fluoro-1H-indazole from 2,3-difluorobenzaldehyde: To 2,3-difluorobenzaldehyde (1.85 g) was added hydrazine monohydrate (3 ml), and the reaction mixture was heated with stirring at 180°C for 10 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted by adding ethyl acetate and water to separate the organic layer. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and subsequently evaporated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to afford 7-fluoro-1H-indazole (790 mg, 45% yield) using chloroform/acetone as eluent. The structure of the product was confirmed by 1H-NMR (CD3OD, 400 MHz): δ 7.08-7.12 (m, 2H), 7.56-7.59 (m, 1H), 8.10 (d, J = 3.4 Hz, 1H).
18355-80-1
155 suppliers
$10.00/1g
341-24-2
116 suppliers
$10.00/1g
Yield: 41%
Reaction Conditions:
with hydrazine hydrateReflux;
Steps:
4.1.1. General procedure for the synthesis of fluoro-1H-indazoles 2c, 2d
General procedure: The title compounds were obtained by modifying a method described by Lukin et al. [63]. To the properly substituted 2-fluorobenzaldehyde (5 g, 35 mmol) was added hydrazine hydrate (12.9 g, 258 mmol, 12.5 ml). After stirring for 12-48 h (TLC control) at reflux water (20 ml) was added and the resulting mixture was cooled to 5 °C. The precipitate was collected by vacuum filtration. The filtrate was extracted with dichloromethane and the residue after evaporation was combined with the precipitate.
References:
Wasilewska, Aleksandra;Sączewski, Franciszek;Hudson, Alan L.;Ferdousi, Mehnaz;Scheinin, Mika;Laurila, Jonne M.;Rybczyńska, Apolonia;Boblewski, Konrad;Lehmann, Artur [European Journal of Medicinal Chemistry,2014,vol. 87,p. 386 - 397]
2646-91-5
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341-24-2
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$10.00/1g
394-50-3
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$9.00/250mg
341-24-2
116 suppliers
$10.00/1g