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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749915Generated: October 31, 2026

Hydrochloric Acid → (2Z)-2-(2H-indazol-3-ylmethylidene)-5,6-dimethoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3-one

https://huagongshe.com/reaction/1749915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 178486622HCID 178486622—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product(2Z)-2-(2H-indazol-3-ylmethylidene)-5,6-dimethoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3-oneHCID 17848662176.1%

Reaction Steps

A solution of tert-butyl (Z)-4-({2-[(1H-indazol-3-yl)methylene]-5,6-dimethoxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.026 g, 0.050 mmol) in methylene chloride (2.0 mL) was added with a 4 M solution of hydrogen chloride in 1,4-dioxane (2.0 mL), and then the mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was azeotroped twice with toluene under reduced pressure. The residual solid was added with water, and then the mixture was adjusted to pH 9 with saturated aqueous sodium hydrogencarbonate, and extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure to obtain (Z)-2-[(1H-indazol-3-yl)methylene]-5,6-dimethoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one (0.016 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-73485d354c4248fb9728d66276ce1d6f
Source noteuspto-grants-2015_10