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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41325Generated: October 25, 2026

2-Methyl-8-aminoquinoline → 2-Methyl-N-[1-naphthyl(phenyl)methyl]quinolin-8-amine

https://huagongshe.com/reaction/41325

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-8-aminoquinolineHCID 140457—
Reactant1-[Bromo(phenyl)methyl]naphthaleneHCID 58238627—
SolventTriethylamineHCID 8471—
Product2-Methyl-N-[1-naphthyl(phenyl)methyl]quinolin-8-amineHCID 6710527212%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2.05 g (13.0 mmol) of 2-methyl-8-aminoquinoline, 2.53 g (25 mmol) of triethylamine and 7.43 g (25 mmol) of 8 was stirred for 2 hr at 120° C. One more portion of 2.53 g of triethylamine as well as 7.43 g of 8 was added. The resulting mixture was stirred for additional 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 0.56 g (12%) of the title compound A5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530593B2
Source datasetuspto-grants-2013_09
ORD IDord-5232dbda52684d7f9ddf2641db446d1f
Source noteuspto-grants-2013_09