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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526195Generated: October 26, 2026

4-((4-Methylpiperazin-1-yl)methyl)aniline → 1-(6-Chloro-4-(4-((4-methylpiperazin-1-yl)methyl)-phenylamino)-1,5-naphthyridin-3-yl)ethanone

https://huagongshe.com/reaction/526195

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-((4-Methylpiperazin-1-yl)methyl)anilineHCID 3153996—
Reactant1-(4,6-Dichloro-1,5-naphthyridin-3-yl)ethan-1-oneHCID 89704977—
Product1-(6-Chloro-4-(4-((4-methylpiperazin-1-yl)methyl)-phenylamino)-1,5-naphthyridin-3-yl)ethanoneHCID 11777413761%

Reaction Steps

Following general procedure I, 1-(4,6-dichloro-1,5-naphthyridin-3-yl)ethanone (250 mg, 1.0 mmol) was reacted with 4-[(4-methylpiperazin-1-yl)methyl]aniline (260 mg, 1.3 mmol) to afford the desired product (250 mg, 58%) as a yellow solid: 1H NMR (500 MHz, CDCl3) δ 11.04 (br s, 1H), 9.01 (s, 1H), 8.14 (d, J=8.7 Hz, 1H), 7.49 (d, J=8.7 Hz, 1H), 7.30 (d, J=8.0 Hz, 2H), 7.10 (d, J=8.0 Hz, 2H), 3.52 (s, 2H), 2.58 (s, 3H), 2.48 (br s, 8H), 2.30 (s, 3H); ESI MS m/z 410 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345709B2
Source datasetuspto-grants-2016_05
ORD IDord-66afa1514a57437e86d184ccf9d56faa
Source noteuspto-grants-2016_05