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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891873Generated: November 1, 2026

Cesium carbonate → HCID 22240163, compound

https://huagongshe.com/reaction/891873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 2734660—
Reactant3-Chloro-5-methoxypyridazineHCID 10975612—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 22240163HCID 22240163—

Reaction Conditions

Temperature90 °C

Reaction Steps

3-Chloro-5-methoxy-pyridazine (Bryant, R. D.; Kunng, F.-A.; South, M. S. J. Heterocycl. Chem. (1995), 32(5), 1473-6.), 3-chloro-4-fluorophenylboronic acid, Cs2CO3 and tris(dibenzylideneacetone)dipalladium chloroform complex are mixed and a solution of tri-tert-butylphosphine in degassed dioxane is added. The mixture is heated at about 90° C. for 22 hours then cooled to room temperature, ethylacetate is added, the solid is filtered and the filtrate is concentrated in vacuo to provide 3-(3-chloro-4-fluoro-phenyl)-5-methoxy-pyridazine (a compound of formula XI).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07005432B2
Source datasetuspto-grants-2006_02
ORD IDord-42be0ef4d16a42f093d639596df46db4
Source noteuspto-grants-2006_02