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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275246Generated: October 30, 2026

Cyclohexanone → 8-[4-(1-Cyano-cyclohexyl)-piperazin-1-yl]-9-ethyl-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

https://huagongshe.com/reaction/2275246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantHCID 66834254HCID 66834254—
Catalystzinc(II)iodideHCID 9883512—
SolventChloroformHCID 6212—
SolventEthyl AcetateHCID 8857—
Product8-[4-(1-Cyano-cyclohexyl)-piperazin-1-yl]-9-ethyl-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 6683497130%

Reaction Conditions

Temperature60 °C

Reaction Steps

9-Ethyl-6,6-dimethyl-11-oxo-8-piperazin-1-yl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (45 mg) and cyclohexanone (25 mg) were suspended in chloroform (2 ml), added with trimethylsilyl cyanide (30 mg) and zinc iodide (5 mg), and the mixture was stirred at 60° C. for 17 hrs. The reaction mixture was diluted with ethyl acetate (20 ml) and the organic layer was washed with 10% brine solution and concentrated under reduced pressure. The resulting residues were purified by silica gel column (dichloromethane/methanol (=99/1)) to obtain the title compound (12 mg, yield 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126931B2
Source datasetuspto-grants-2015_09
ORD IDord-c14ed9213fd14209abc26bc49f833c96
Source noteuspto-grants-2015_09