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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 860429Generated: October 25, 2026

1-(p-Methoxyphenyl)-2-propanone → 4-[7-Ethyl-3-(4-methoxyphenyl)-2-methylpyrrolo[1,2-b]pyridazin-4-yl]benzonitrile

https://huagongshe.com/reaction/860429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(p-Methoxyphenyl)-2-propanoneHCID 31231—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant4-[(1-amino-5-ethyl-1H-pyrrol-2-yl)carbonyl]benzonitrileHCID 57444479—
SolventTolueneHCID 1140—
Product4-[7-Ethyl-3-(4-methoxyphenyl)-2-methylpyrrolo[1,2-b]pyridazin-4-yl]benzonitrileHCID 6880275620.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-[(1-amino-5-ethyl-1H-pyrrol-2-yl)carbonyl]benzonitrile (100 mg) in toluene (1 mL) were added 1-(4-methoxyphenyl)acetone (103 mg) and p-toluene-sulfonic acid monohydrate (16 mg) at ambient temperature. The reaction mixture was heated at 80° C. for 3 hours. The mixture was evaporated in vacuo. The residue was purified by flash silica gel column chromatography eluting with hexane-ethyl acetate=20-1 and 15-1 to give 4-[7-ethyl-3-(4-methoxyphenyl)-2-methylpyrrolo[1,2-b]pyridazin-4-yl]benzonitrile (31 mg, 20.2%) as an yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153854B2
Source datasetuspto-grants-2006_12
ORD IDord-87777703549f49b18ce76d917d952dcc
Source noteuspto-grants-2006_12