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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526183Generated: October 26, 2026

6-[2-(Dimethylamino)ethoxy]pyridin-3-amine → 1-(6-Chloro-4-{6-[2-(dimethylamino)ethoxy]pyridin-3-ylamino}-1,5-naphthyridin-3-yl)ethanone

https://huagongshe.com/reaction/526183

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-[2-(Dimethylamino)ethoxy]pyridin-3-amineHCID 20691406—
Reactant1-(4,6-Dichloro-1,5-naphthyridin-3-yl)ethan-1-oneHCID 89704977—
Product1-(6-Chloro-4-{6-[2-(dimethylamino)ethoxy]pyridin-3-ylamino}-1,5-naphthyridin-3-yl)ethanoneHCID 8970560344%

Reaction Steps

Following general procedure I, 1-(4,6-dichloro-1,5-naphthyridin-3-yl)ethanone (170 mg, 0.71 mmol) was reacted with 6-[2-(dimethylamino)ethoxy]pyridin-3-amine (160 mg, 0.90 mmol) to afford the desired product (120 mg, 44%) as a light brown solid: 1H NMR (500 MHz, CDCl3) δ 11.63 (br s, 1H), 9.08 (s, 1H), 8.11 (d, J=8.8 Hz, 1H), 7.99 (d, J=2.7 Hz, 1H), 7.47 (d, J=8.7 Hz, 1H), 7.41 (dd, J=8.8, 2.8 Hz, 1H), 6.80 (d, J=8.7 Hz, 1H), 4.46 (t, J=5.6 Hz, 2H), 2.76 (t, J=5.6 Hz, 2H), 2.74 (s, 3H), 2.36 (s, 6H); ESI MS m/z 386 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345709B2
Source datasetuspto-grants-2016_05
ORD IDord-fb2a9c6e4ebd488e8c1b763ee2ef10eb
Source noteuspto-grants-2016_05