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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747811Generated: November 2, 2026

1,2,3,4-Tetrahydro-2-naphthalenol → 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)-1-(1,2,3,4-tetrahydronaphthalen-2-yl)pyridazin-4(1H)-one

https://huagongshe.com/reaction/1747811

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-Tetrahydro-2-naphthalenolHCID 10747—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 178459888HCID 178459888—
ReactantHCID 178493808HCID 178493808—
SolventTolueneHCID 1140—
Product5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)-1-(1,2,3,4-tetrahydronaphthalen-2-yl)pyridazin-4(1H)-oneHCID 6801485218.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4-ol (0.10 g), 1,2,3,4-tetrahydronaphthalen-2-ol (0.17 g), triphenylphosphine (0.29 g) and toluene was added DIAD toluene solution (1.9M, 0.59 mL) at 50° C., and the mixture was stirred at 50° C. for 1 hr and at room temperature overnight. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (methanol/ethyl acetate) and recrystallized from ethyl acetate/n-heptane to give the title compound (27 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150588B2
Source datasetuspto-grants-2015_10
ORD IDord-bd3d95b98b104f9f862492165ed51152
Source noteuspto-grants-2015_10