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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454968Generated: October 30, 2026

2,4-Difluoroaniline → 5-(2,6-difluorophenyl)-2-[(2,4-difluorophenyl)amino]-6H-pyrido[1,2-b]pyridazin-6-one

https://huagongshe.com/reaction/1454968

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
ReactantSodium n-butylateHCID 23669364—
Reactant2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-oneHCID 57531226—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
Product5-(2,6-difluorophenyl)-2-[(2,4-difluorophenyl)amino]-6H-pyrido[1,2-b]pyridazin-6-oneHCID 16749941—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one (100 mg, 0.34 mmol) dissolved in toluene (1.5 mL) was added Pd(DBA) (3.1 mg, 0.0034 mmol), dppf (3.7 mg, 0.0068 mmol), sodium butoxide (23 mg, 0.238 mmol), and 2,4 difluoro aniline (43 mg, 0.34 mmol). The reaction was heated to 80° C. for 3 hours until complete by LCMS analysis. The reaction was passed through celite, condensed to an oil and purified via silica gel chromatography (EtOAc/CH2Cl2, MeOH) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482345B2
Source datasetuspto-grants-2009_01
ORD IDord-60569d70aaab452487a1c490c2ea6585
Source noteuspto-grants-2009_01