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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749713Generated: November 1, 2026

Hydrochloric Acid → (Z)-2-[(1H-indol-3-yl)methylene]-5-chloro-6-hydroxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one dihydrochloride

https://huagongshe.com/reaction/1749713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-5-chloro-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylateHCID 86681911—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product(Z)-2-[(1H-indol-3-yl)methylene]-5-chloro-6-hydroxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one dihydrochlorideHCID 8668191273%

Reaction Steps

A solution of tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-5-chloro-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.016 g, 0.031 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 1 hour. The mixture was azeotroped twice with toluene under reduced pressure, and then the residual solid was suspended in methylene chloride and thereby washed to obtain (Z)-2-[(1H-indol-3-yl)methylene]-5-chloro-6-hydroxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one dihydrochloride (0.011 g, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-86f1595d95b34db1be678c7d4939249c
Source noteuspto-grants-2015_10