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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465261Generated: October 30, 2026

Triethylamine → 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[4,3-b]indole-2(5H)-carboxylate

https://huagongshe.com/reaction/1465261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant2,2,2-Trichloroethyl 4-oxopiperidine-1-carboxylateHCID 15252302—
Reactant5-(2-Bromoethyl)-2-methylpyridineHCID 53305856—
SolventEthanolHCID 702—
Product2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[4,3-b]indole-2(5H)-carboxylateHCID 5787594510.4%

Reaction Steps

Preparation of the title compound was carried out according to General Method 8, p-Tolylhydrazine hydrochloride (5 g, 31.5 mmol), 5-(2-bromoethyl)-2-methylpyridine (6.3 g, 31.5 mmol), triethyl amine (13 ml, 94.5 mmol) and 2,2,2-trichloroethyl 4-oxopiperidine-1-carboxylate (563 mg, 2 mmol) were taken in ethanol (15 ml) to obtain 100 mg of 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-1H-pyrido[4,3-b]indole-2(5H)-carboxylate after purification on silica gel (230-400 mesh) chromatography eluting with acetone-hexane gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999978B2
Source datasetuspto-grants-2015_04
ORD IDord-63f3a27d9c0847d5b42270359fba58df
Source noteuspto-grants-2015_04