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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187044Generated: October 31, 2026

Dimethylformamide → HCID 22080927, compound

https://huagongshe.com/reaction/2187044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant2a,3,4,5-Tetrahydrobenzo[cd]indol-2(1H)-oneHCID 599375—
ReactantHCID 86758196HCID 86758196—
ProductHCID 22080927HCID 2208092776%

Reaction Steps

(2-acetoxy)ethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole•trifluoroacetate (230 mg, 0.73 mmol) and (S)-4-bromobutyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one (185 mg, 0.6 mmol) were dissolved in dimethylformamide (5 ml). Then anhydrous potassium carbonate (280 mg, 2 mmol) was added thereto. The resulting reaction mixture was stirred at room temperature for 2 days. To the reaction mixture obtained was added ethyl acetate (50 ml), which was then washed with water (50 ml×2) and saturated saline solution, successively dried with anhydrous sodium sulfate. The ethyl acetate solution was concentrated under reduced pressure. To the resulting product were added methanol (30 ml) and triethylamine (3 ml), which was heated at 50° C. for 5 hours and then subjected to concentration again under reduced pressure to obtain a crude reaction product. Silica gel column chromatography was applied to purify the same, whereby 246 mg (yield 76%) of the above-described object compound could be obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06407112B1
Source datasetuspto-grants-2002_06
ORD IDord-3ac709294a2a4b2f8d1fe9daf43243e7
Source noteuspto-grants-2002_06