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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333729Generated: October 29, 2026

Sodium Iodide → 5-[2-(2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)ethoxy]-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

https://huagongshe.com/reaction/333729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantCesium carbonateHCID 10796—
Reactant1-(2-chloroethyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazoleHCID 761900—
Reactant5-hydroxy-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-oneHCID 89586736—
SolventDimethylacetamideHCID 31374—
Product5-[2-(2,3-dihydro-1H-imidazo[1,2-a]benzimidazol-1-yl)ethoxy]-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-oneHCID 5665412966.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 5-hydroxy-1-methyl-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (201 mg), 1-(2-chloroethyl)-2,3-dihydro-1H-imidazo[1,2-a]benzimidazole (249 mg), cesium carbonate (428 mg) and sodium iodide (253 mg) in dimethylacetamide (10 mL) was stirred at 80° C. for 13 hr. The reaction mixture was filtered to separate an insoluble material, which was washed with ethyl acetate. The filtrate and washing were combined, and the mixture was concentrated under reduced pressure to dryness. The residue was purified by NH silica gel column chromatography (ethyl acetate/methanol) to give the title compound (227 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883788B2
Source datasetuspto-grants-2014_11
ORD IDord-b17b7a1c89c044c99d5b74bf888da079
Source noteuspto-grants-2014_11