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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333743Generated: October 30, 2026

Triphenylphosphine → 3-(1-methyl-1H-pyrazol-5-yl)-1-phenyl-5-(2-quinolin-2-ylethoxy)pyridazin-4(1H)-one

https://huagongshe.com/reaction/333743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2-QuinolineethanolHCID 70532—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
Reactant5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-oneHCID 89586758—
SolventTolueneHCID 1140—
Product3-(1-methyl-1H-pyrazol-5-yl)-1-phenyl-5-(2-quinolin-2-ylethoxy)pyridazin-4(1H)-oneHCID 8958625270.2%

Reaction Steps

Toluene (20 mL) was added to di-tert-butyl diazene-1,2-dicarboxylate (345 mg), triphenylphosphine (459 mg) and the mixture was stirred at room temperature for 10 min. Then, 5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one (268 mg), and further, 2-quinolin-2-ylethanol (260 mg) were added, and the mixture was stirred at room temperature for 64 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol). A fraction containing the title compound was again purified by NH silica gel column chromatography (hexane/ethyl acetate) and crystallized from hexane/ethyl acetate to give the title compound (297 mg) as white needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883788B2
Source datasetuspto-grants-2014_11
ORD IDord-07eb13a060ba4f03b19331bc7d10dfab
Source noteuspto-grants-2014_11