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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13120Generated: October 25, 2026

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

https://huagongshe.com/reaction/13120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(4-Fluorophenyl)hydrazineHCID 69982—
Reactant4-Chloro-2-fluoro-5-methoxybenzaldehydeHCID 14928268—
Solvent1-MethylpyrrolidineHCID 8454—
Product1-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazoleHCID 59339887—

Reaction Conditions

Temperature150 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728030B2
Source datasetuspto-grants-2010_06
ORD IDord-c1adadd15d2a4e29a6a6d4c16ded8b2c
Source noteuspto-grants-2010_06