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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509668Generated: October 26, 2026

4-Vinylpyridine → 2-ethyl-2,3,4,5-tetrahydro-8-methyl-5-(2-(pyridin-4-yl)ethyl)-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/509668

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-VinylpyridineHCID 7502—
ReactantTrifluoroacetateHCID 84468—
ReactantSodiumHCID 5360545—
Reactant2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 59455066—
CatalystCopper SulfateHCID 24462—
SolventEthanolHCID 702—
Product2-ethyl-2,3,4,5-tetrahydro-8-methyl-5-(2-(pyridin-4-yl)ethyl)-1H-pyrido[4,3-b]indoleHCID 578762531.9%

Reaction Steps

The title compound was prepared according to General Method 3. 2-Ethyl-2,3,4,5-tetrahydro-8-methyl-5-(2-(pyridin-4-yl)ethyl)-1H-pyrido[4,3-b]indole was prepared from 2-ethyl-2,3,4,5-tetrahydro-8-methyl-1H-pyrido[4,3-b]indole (See Example 6) (214 mg, 1 mmol), 4-vinylpyridine (0.25 ml, 2.3 mmol), sodium (15 mg, 0.65 g atom) and CuSO4 (10 mg, catalytic) in ethanol (2 mL) at 120° C. for overnight (16 h) to obtain 6 mg of 2-ethyl-2,3,4,5-tetrahydro-8-methyl-5-(2-(pyridin-4-yl)ethyl)-1H-pyrido[4,3-b]indole as a trifluoroacetate salt after purification on reverse-phase chromatography (C-18, 500 mm×50 mm, Mobile Phase A=0.05% TFA in water, B=0.05% TFA in acetonitrile, Gradient: 10% B to 80% B in 30 min, injection vol. 5 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096591B2
Source datasetuspto-grants-2015_08
ORD IDord-977578c2cdfe4168b9091608c2bf007a
Source noteuspto-grants-2015_08