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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098932Generated: October 26, 2026

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

https://huagongshe.com/reaction/1098932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Fluorophenylhydrazine hydrochlorideHCID 69981—
Reactant2-(Fluoromethoxy)benzaldehydeHCID 20061507—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-(4-Fluorophenyl)-5-methoxy-1H-indazoleHCID 59339622—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-fluoromethoxybenzaldehyde (2.1 mmol, 320 mg), 4-fluorophenylhydrazine hydrochloride (2.1 mmol, 340 mg) and cesium carbonate (3 mmol, 2.0 g) in NMP (6 ml) was heated in a microwave reactor (300 W, 20 min, 150° C.). After cooling to r.t. the reaction mixture was diluted with dichloromethane (20 ml) and washed with 1M HCl, and sat. NaHCO3. The organic layer was dried over Na2SO4, concentrated, and purified by flash chromatography on silica gel (heptane-ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143290B2
Source datasetuspto-grants-2012_03
ORD IDord-c1b7b0d58d4c4ceba6a14d72534445b2
Source noteuspto-grants-2012_03