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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840531Generated: October 25, 2026

Methyl 2-(triphenyl-lambda~5~-phosphanylidene)propanoate → 2-(5-chloro-3-fluoro-pyridin-2-yl)-4-methyl-5-trifluoromethyl-2H-pyridazin-3-one

https://huagongshe.com/reaction/840531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-(triphenyl-lambda~5~-phosphanylidene)propanoateHCID 10569721—
Reactant3-((5-Chloro-3-fluoro-pyridin-2-yl)-hydrazono)-1,1,1-trifluoropropan-2-oneHCID 70140948—
SolventHexaneHCID 8058—
Solvent1,4-DioxaneHCID 31275—
Product2-(5-chloro-3-fluoro-pyridin-2-yl)-4-methyl-5-trifluoromethyl-2H-pyridazin-3-oneHCID 22619669—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 8.09 g 3((5-chloro-3-fluoro-pyridine-2-yl) -hydrazono)-1,1,1-trifluoro-propan-2-one and 11.5 g 1-carbomethoxyethylidene triphenylphosphine in 200 ml dioxane was stired for 30 min. at 20° C. and then heated until complete conversion at 50° C. The reaction mixture was diluted with hexane, filtered from solid triphenylphosphine oxide through silicagel and evaporated. Further purification of the residue on silicagel (ethyl acetate-hexane 3:7) led to the desired product with m.p. 91-93° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369002B1
Source datasetuspto-grants-2002_04
ORD IDord-b041e60a3b4b45a995bedfe6b4d41026
Source noteuspto-grants-2002_04