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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61879Generated: October 29, 2026

Piperazin-2-one → 9-Ethyl-6,6-dimethyl-11-oxo-8-[4-(3-oxo-piperazin-1-yl)-piperidin-1-yl]-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

https://huagongshe.com/reaction/61879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazin-2-oneHCID 231360—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant9-Ethyl-6,6-dimethyl-11-oxo-8-(4-oxopiperidin-1-yl)-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 66835068—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product9-Ethyl-6,6-dimethyl-11-oxo-8-[4-(3-oxo-piperazin-1-yl)-piperidin-1-yl]-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 6683522232%

Reaction Conditions

Temperature30 °C

Reaction Steps

9-Ethyl-6,6-dimethyl-11-oxo-8-(4-oxopiperidin-1-yl)-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (30 mg) and 2-ketopiperazine (10 mg) were dissolved in THF (2 ml), added with sodium triacetoxy borohydride (30 mg), and the mixture was stirred at 30° C. for 6 hrs. The reaction mixture was diluted with ethyl acetate (20 ml). The organic layer was washed with 10% brine, and then concentrated under reduced pressure. The resulting residues were purified by silica gel column (dichloromethane/methanol=99/1 to 90/10) to obtain the title compound (11.5 mg, yield 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-6a203bcc1e154c24ad2e8205809c12b0
Source noteuspto-grants-2016_09