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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198333Generated: November 1, 2026

Formaldehyde → 2-(6-Chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)-1-(4-methylpiperidin-1-yl)ethanone

https://huagongshe.com/reaction/2198333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 71600—
Reactant4,4-Diethoxy-N-methylbutan-1-amineHCID 13994547—
Reactant2-(5-chloro-3-(2-(methylamino)ethyl)-1H-indol-1-yl)-1-(4-methylpiperidin-1-yl)ethanoneHCID 66911650—
Reactant2-(1-(4-Chlorophenyl)hydrazinyl)-1-(4-methylpiperidin-1-yl)ethanoneHCID 66911685—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
Product2-(6-Chloro-1,2,3,4-tetrahydro-2-methylpyrido[3,4-b]indol-9-yl)-1-(4-methylpiperidin-1-yl)ethanoneHCID 44242504—

Reaction Steps

The title compound is prepared by following General Methods 1, 3, and 4 by using 4-chlorophenylhydrazine hydrochloride, 1-(N-bromoacetyl)-4-methyl piperidine, and triethylamine (General Method 1), 2-(1-(4-chlorophenyl)hydrazinyl)-1-(4-methylpiperidin-1-yl)ethanone and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), 2-(5-chloro-3-(2-(methylamino)ethyl)-1H-indol-1-yl)-1-(4-methylpiperidin-1-yl)ethanone, formaldehyde and TFA in acetonitrile (General Method 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338447B2
Source datasetuspto-grants-2012_12
ORD IDord-e985ecad7f9a43819e5db87e1edd8e0a
Source noteuspto-grants-2012_12