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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1440708Generated: October 29, 2026

Triethylamine → 2-[4-(4-Bromophenoxy)-3-phenyl-1-piperidinyl]-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline

https://huagongshe.com/reaction/1440708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(4-Bromophenoxy)-3-phenylpiperidineHCID 13039289—
Reactant2-Chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolineHCID 15287105—
SolventDimethylformamideHCID 6228—
Product2-[4-(4-Bromophenoxy)-3-phenyl-1-piperidinyl]-5,6-dihydro-4H-imidazo[4,5,1-ij]quinolineHCID 1898193656%

Reaction Steps

A solution of 2-chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline (3.00 g), 4-(4-bromophenoxy)-3-phenylpiperidine (5.20 g), triethylamine (1.62 g) and dimethylformamide (50 ml) was stirred at 115° C., under nitrogen, overnight. The solution was poured onto ice water (600 ml) and the precipitate was collected. The precipitate was dissolved in dichloromethane and the solution was washed with brine, dried over anhydrous magnesium sulfate, filtered, and the filtrate was evaporated. The residue was triturated with ethyl acetate and then recrystallized from chloroform-ether to give 4.25 g (56%) of product, mp 188°-189° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05500423
Source datasetuspto-grants-1996_03
ORD IDord-2d123a315a074d19b7c5fe23cd715689
Source noteuspto-grants-1996_03