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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097412Generated: November 1, 2026

Diisopropyl Ether → 3-Chloro-2-(3-cyclobutoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

https://huagongshe.com/reaction/2097412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
Reactant3-Chloro-2-(3-cyclobutoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602632—
Reactant3-Chloro-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602634—
SolventCyclohexaneHCID 8078—
Product3-Chloro-2-(3-cyclobutoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 13584506162%

Reaction Steps

Reaction was carried out in the same manner as in Example 2-(b) except for using 0.26 g (0.51 mmol) of 3-chloro-2-(3-cyclobutoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 32-(a) in place of 3-chloro-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one. After completion of the reaction, to the reaction mixture were added diisopropyl ether and cyclohexane, and the precipitated solid was collected by filtration and washed with cyclohexane. To the obtained solid were added methanol and 28% aqueous ammonia, and the mixture was stirred at room temperature for 3 hours. Then, the solution was concentrated under reduced pressure, and the obtained solid was washed with chloroform and dried under reduced pressure to obtain 120 mg of the title compound as a white solid. (Yield: 62%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-50069cf3777d460fb275e6507529306f
Source noteuspto-grants-2013_05