Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517820Generated: October 26, 2026

Triethylamine → Ethyl 4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)butanoate

https://huagongshe.com/reaction/517820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
ReactantEthyl 4-chlorobutyrateHCID 18474—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
SolventEthanolHCID 702—
ProductEthyl 4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)butanoateHCID 4415909611.2%

Reaction Steps

Preparation of the title compound was carried out according to General Method 1 by using p-Tolylhydrazine hydrochloride (600 mg, 3.7 mmol), ethyl-4-chlorobutyrate (0.54 ml, 3.7 mmol), triethylamine (1.5 ml, 11.3 mmol) and N-methyl-4-piperidone hydrochloride (0.563 g, 3.7 mmol) in ethanol (10 ml) to obtain 130 mg of ethyl 4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)butanoate after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient. The free base was converted into its oxalate salt by treatment of oxalic acid (1 equiv) in anhydrous THF.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115137B2
Source datasetuspto-grants-2015_08
ORD IDord-b17996800eb1421faf6af1e04bf13769
Source noteuspto-grants-2015_08