Reaktion #41398

Reaktionsgleichung

4-Chloro-2-fluoro-5-methoxy benzaldehyde

4-fluorophenylhydrazine

cesium carbonate

→

1-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazole

Lösungsmittel

N-methylpyrrolidine

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenAfter dilution with DCM the mixture was washed with sat. NaHCO3, brine
2. 2
   Sonstigethe organic phase was evaporated
3. 3
   SonstigeAfter purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound
4. 4
   Sonstigewere obtained

Vorschrift

4-Chloro-2-fluoro-5-methoxy benzaldehyde (204 mg, 1.1 mmol) and 4-fluorophenylhydrazine (176 mg, 1.1 mmol) were dissolved in N-methylpyrrolidine (5 mL). After addition of cesium carbonate (1.15 g, 3.3 mmol) the mixture was heated in a microwave reactor (CEM Discovery, 150 Watt) to 150° C. for 20 min. After dilution with DCM the mixture was washed with sat. NaHCO3, brine and the organic phase was evaporated. After purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound were obtained.

Quelle