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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749706Generated: October 31, 2026

Hydrochloric Acid → HCID 71278643, compound

https://huagongshe.com/reaction/1749706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 86681909HCID 86681909—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71278643HCID 7127864360.2%

Reaction Steps

A solution of tert-butyl (Z)-8-[({2-[(1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)(methyl)amino]octyl(methyl)carbamate (0.020 g, 0.036 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 solvent was evaporated under reduced pressure, and then the residue was added with triethylamine and thereby made basic. Then, the mixture was azeotroped with toluene, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxy-7-({methyl[8-(methylamino)octyl]amino}methyl)benzofuran-3(2H)-one (0.010 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-e2b936cfe78240768efb8067c0d4503f
Source noteuspto-grants-2015_10