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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301124Generated: October 30, 2026

Ethyl Acetate → HCID 18377271, compound

https://huagongshe.com/reaction/2301124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant2a-(4-Bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 10590894—
ReactantHCID 15173293HCID 15173293—
SolventHydrochloride methanolHCID 21893726—
ProductHCID 18377271HCID 18377271—

Reaction Steps

2-t-Butoxycarbonyl-6,7-dimethoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline (190 mg, 0.61 mmol) was dissolved in hydrochloric acid methanol solution (4 ml) and stirred at room temperature for 2.5 hours. The residue obtained by evaporating the solvent from the reaction solution under a reduced pressure was dissolved in anhydrous N,N-dimethylformamide (2 ml), and the solution was mixed with 2a-(4-bromobutyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indole-2-one (190 mg, 0.61 mmol) and potassium carbonate (250 mg, 1.8 mmol) and stirred at room temperature for 14 hours. The reaction solution was mixed with ethyl acetate, washed with water and saturated brine and dried with anhydrous magnesium sulfate. The solvent was removed by evaporation under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 200 mg (0.46 mmol, 76% in yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498251B1
Source datasetuspto-grants-2002_12
ORD IDord-2b56d00aa7024ccfa8784d2473d1bc09
Source noteuspto-grants-2002_12