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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 178486622 | HCID 178486622 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (2Z)-2-(2H-indazol-3-ylmethylidene)-5,6-dimethoxy-7-(piperazin-1-ylmethyl)-1-benzofuran-3-one | HCID 178486621 | 76.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09156827B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-73485d354c4248fb9728d66276ce1d6f |
|---|
| Source note | uspto-grants-2015_10 |
|---|