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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252290Generated: November 1, 2026

Diisopropylethylamine → 2-(4-Chlorophenyl)-5-(1H-imidazol-1-yl)-4-[4-(4-pyridinyl)phenoxy]-3(2H)-pyridazinone

https://huagongshe.com/reaction/2252290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPyridine, 4-(trimethylstannyl)-HCID 11128458—
Reactant4-(4-bromophenyl)oxy-2-(4-chlorophenyl)-5-(1H-imidazol-1-yl)-3(2H)-pyridazinoneHCID 58585383—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product2-(4-Chlorophenyl)-5-(1H-imidazol-1-yl)-4-[4-(4-pyridinyl)phenoxy]-3(2H)-pyridazinoneHCID 58585226—

Reaction Steps

1.5 mmol of 4-(4-bromophenyl)oxy-2-(4-chlorophenyl)-5-(1H-imidazol-1-yl)-3(2H)-pyridazinone, 2.1 mmol of 4-trimethylstannylpyridine, 0.1 mmol of bis(triphenyl-phosphine)palladium dichloride and 1.3 mmol of ethyldiisopropylamine in 5 ml of dimethylformamide are heated at 100° C. for 5 hours. The solvent is removed in a rotary evaporator, and the residue is purified by chromatography on silica gel (elution with ethyl, acetate/methanol mixtures). 0.3 g (45% of theory) is obtained of m.p. 188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320977B2
Source datasetuspto-grants-2008_01
ORD IDord-9cc9fdcaf0964557b71979175a6485b3
Source noteuspto-grants-2008_01