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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291290Generated: November 1, 2026

Water → 1-[3-(4-Chlorobenzoyl)benzyl]-5-methyl-1H-pyrrolo-[2,3-d]pyridazin-4(5H)-one

https://huagongshe.com/reaction/1291290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant3-(4-Chlorobenzoyl)benzyl bromideHCID 13649653—
Reactant5-Methyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-oneHCID 135667591—
SolventDimethylformamideHCID 6228—
Product1-[3-(4-Chlorobenzoyl)benzyl]-5-methyl-1H-pyrrolo-[2,3-d]pyridazin-4(5H)-oneHCID 1891916383.5%

Reaction Steps

A solution of 5-methyl-1H-pyrrolo[2,3-d]pyridazin-4(5H)-one (298 mg) in DMF (10 ml) was dripped into a suspension of 60% sodium hydride-oil (96 mg) in DMF (8 ml) on an ice-water bath. The mixture was stirred at room temperature for 1 hour, after which a solution of 3-(4-chlorobenzoyl)benzyl bromide (681 mg) in DMF (15 ml) was added and the mixture was further stirred at room temperature for 2 hours. The reaction was stopped by adding water and the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developer; n-hexane: ethyl-acetate=1:3) to provide the title compound as white powder (630 mg, yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753664
Source datasetuspto-grants-1998_05
ORD IDord-9426a3000bec46b1a1bc1d38103b6df1
Source noteuspto-grants-1998_05