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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097424Generated: November 1, 2026

Tetrahydrofuran → 3-Chloro-2-(3-cyclopropoxy-4-methoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

https://huagongshe.com/reaction/2097424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602461—
Reactant3-Chloro-2-(3-cyclopropoxy-4-methoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602867—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product3-Chloro-2-(3-cyclopropoxy-4-methoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 13562046761%

Reaction Steps

Reaction was carried out in the same manner as in Example 1-(b) except for using 313 mg (0.677 mmol) of 3-chloro-2-(3-cyclopropoxy-4-methoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 42-(a) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one. After completion of the reaction, water was added to the reaction mixture, and the precipitated solid was collected by filtration. The obtained crude solid was dissolved by adding small amounts of tetrahydrofuran and methanol, followed by addition of water, and the solid precipitated by ultrasonic wave treatment was collected by filtration. The obtained solid was washed with water and dried under reduced pressure to obtain 136 mg of the title compound as a white solid. (Yield: 61%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-4d4eb3159c0e4a1e9ab0f5b96eda431b
Source noteuspto-grants-2013_05