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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574394Generated: October 30, 2026

Triethylamine → HCID 57876091, compound

https://huagongshe.com/reaction/574394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
Reactant1-(2-Bromoethyl)pyrrolidine--hydrogen bromide (1/1)HCID 20137485—
SolventEthanolHCID 702—
ProductHCID 57876091HCID 578760914.8%

Reaction Steps

Preparation of the title compound was carried out according to General Method 8. 4-Methylphenylhydrazine hydrochloride (2 g, 12.6 mmol), 1-(2-bromoethyl)pyrrolidine hydrobromide (8.1 g, 31.5 mmol), triethyl amine (17.5 ml, 126 mmol) and N-methyl-4-piperidone hydrochloride (1.87 g, 12.6 mmol) were combined in ethanol (15 ml) to obtain 180 mg of 2,3,4,5-tetrahydro-2,8-dimethyl-5-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrido[4,3-b]indole after on purification on silica gel (230-400 mesh) chromatography eluting with acetone-hexane gradient. The free base was converted into its dioxalate salt by treatment of oxalic acid (2 equiv.) in anhydrous THF.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034880B2
Source datasetuspto-grants-2015_05
ORD IDord-2015b6683e7d44e88d772cd873f97e55
Source noteuspto-grants-2015_05