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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509700Generated: November 2, 2026

Phenethyl bromide → 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylate

https://huagongshe.com/reaction/509700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethyl bromideHCID 7666—
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
Reactant2,2,2-Trichloroethyl 4-oxopiperidine-1-carboxylateHCID 15252302—
SolventEthanolHCID 702—
Product2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylateHCID 5787590121.5%

Reaction Steps

Preparation of the title compound was carried out according to General Method 8. p-Tolylhydrazine hydrochloride (10 g, 63 mmol), 2-phenyl ethyl bromide (11.6 g, 63 mmol), triethyl amine (19.4 g, 189 mmol) and 2,2,2-trichloroethyl 4-oxopiperidine-1-carboxylate (452 mg, 2 mmol) were taken in ethanol (10 ml) at 90° C. for 3 h to obtain 200 mg of 2,2,2-trichloroethyl 3,4-dihydro-8-methyl-5-phenethyl-1H-pyrido[4,3-b]indole-2(5H)-carboxylate after purification on silica gel (230-400 mesh) chromatography eluting with methanol-dichloromethane gradient.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096591B2
Source datasetuspto-grants-2015_08
ORD IDord-b7ac69a9adb24d7b9a5edebf9b9c139e
Source noteuspto-grants-2015_08