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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526190Generated: October 30, 2026

4-(2-Dimethylaminoethyl)aniline → 1-(6-Chloro-4-{4-[2-(dimethylamino)ethyl]phenylamino}-1,5-naphthyridin-3-yl)ethanone

https://huagongshe.com/reaction/526190

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Dimethylaminoethyl)anilineHCID 14939861—
Reactant1-(4,6-Dichloro-1,5-naphthyridin-3-yl)ethan-1-oneHCID 89704977—
Product1-(6-Chloro-4-{4-[2-(dimethylamino)ethyl]phenylamino}-1,5-naphthyridin-3-yl)ethanoneHCID 11777384260.6%

Reaction Steps

Following general procedure I, 1-(4,6-dichloro-1,5-naphthyridin-3-yl)ethanone (150 mg, 0.64 mmol) was reacted with 4-[2-(dimethylamino)ethyl)aniline (110 mg, 0.64 mmol) to afford the desired product (143 mg, 60%) as a yellow solid: 1H NMR (500 MHz, CDCl3) δ 10.86 (br s, 1H), 8.99 (s, 1H), 8.14 (d, J=8.8 Hz, 1H), 7.50 (d, J=8.8 Hz, 1H), 7.22-7.15 (m, 2H), 7.11-7.04 (m, 2H), 2.87 (t, J=8.1 Hz, 2H), 2.70-2.60 (m, 2H), 2.55 (s, 3H), 2.39 (s, 6H); ESI MS m/z 369 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345709B2
Source datasetuspto-grants-2016_05
ORD IDord-34e0fa7bcb614edab274b44fd9feec01
Source noteuspto-grants-2016_05