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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400323Generated: November 1, 2026

4-Methylphenylhydrazine monohydrochloride → 2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/1400323

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant1-Ethylpiperidin-4-one--hydrogen chloride (1/1)HCID 12319915—
SolventEthanolHCID 702—
Product2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 59455066—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of p-tolylhydrazine hydrochloride (1 equiv.) in EtOH is added 1-ethylpiperidin-4-one hydrochloride (0.76-1.4 equiv.) and the contents are heated at 80° C. for 16 h. After completion of the reaction, as monitored by LCMS, the reaction mixture is concentrated to dryness and basified with aq. saturated NaHCO3. The reaction product is extracted with EtOAc and the organic layer is separated, dried over sodium sulfate and concentrated to obtain 2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906925B2
Source datasetuspto-grants-2014_12
ORD IDord-5957e0f2f93543ceaf0dcb91047ace93
Source noteuspto-grants-2014_12