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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097373Generated: November 1, 2026

Ethylenediamine → 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

https://huagongshe.com/reaction/2097373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602461—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
Product2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 13562049585%

Reaction Steps

To 750 mg (1.62 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 1-(a) were added 2.5 ml of tetrahydrofuran, 0.22 ml of ethylenediamine and 16.5 ml of tetrahydrofuran solution containing 1M tetrabutylammonium fluoride, and the mixture was refluxed for 48 hours. After completion of the reaction, water and hexane were added to the reaction mixture, precipitated solid was collected by filtration, and dried under reduced pressure. The obtained dried material was dissolved in ethanol, poured into water, and precipitated solid was collected by filtration. The obtained solid was washed with water, and dried under reduced pressure to obtain 459 mg of the title compound as a white solid. (Yield: 85%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-46b09c97f5c84d488205230f3618005e
Source noteuspto-grants-2013_05