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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41319Generated: October 25, 2026

8-Aminoquinoline → N-(1-phenylethyl)quinolin-8-amine

https://huagongshe.com/reaction/41319

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-AminoquinolineHCID 11359—
Reactant(1-Bromoethyl)benzeneHCID 11454—
SolventTriethylamineHCID 8471—
ProductN-(1-phenylethyl)quinolin-8-amineHCID 4317781691%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1.44 g (10.0 mmol) of 8-aminoquinoline, 1.01 g (10.0 mmol) of triethylamine and 1.85 g (10.0 mmol) of 1-bromo-1-phenylethane (1) was stirred for 2 hr at 120° C. One more portion of 1.01 g of triethylamine as well as 1.85 g of 1-bromo-1-phenylethane was added. The resulting mixture was stirred for additional 2 hr at 120° C. One more portion of triethylamine and 1-bromo-1-phenylethane was added, and the reaction mixture was stirred for 2 hr at 120° C. Finally, the product was isolated using flash chromatography on silica gel 60 (40-63 um, eluent: hexanes-ethyl acetate=20:1, vol.) to give 2.26 g (91%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530593B2
Source datasetuspto-grants-2013_09
ORD IDord-5de44a545cb64177b7b1ef6fdc63fc77
Source noteuspto-grants-2013_09