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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506775Generated: October 26, 2026

1-Aza-6,9-dichloro-2-methoxyacridine → 7-chloro-N-(1-ethylpiperidin-4-yl)-2-methoxybenzo[b][1,5]naphthyridin-10-amine

https://huagongshe.com/reaction/1506775

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Aza-6,9-dichloro-2-methoxyacridineHCID 23107—
Reactant1-Ethylpiperidin-4-amineHCID 3734990—
Product7-chloro-N-(1-ethylpiperidin-4-yl)-2-methoxybenzo[b][1,5]naphthyridin-10-amineHCID 70984302—

Reaction Steps

Following the general procedure of Example 1 and making non-critical variations but using 7,10-dichloro-2-methoxypyrido[3,2-b]quinoline and 1-ethylpiperidin-4-amine, the title compound was obtained; MS (Found M+1=371). 1H NMR (DMSO-d6, 400 Hz): 8.43-8.42 (d, 1H, J=9.2 Hz), 8.11-8.10 (d, 1H, J=9.2 Hz), 7.84 (s, 1H), 7.37-7.35 (d, 1H, J=9.2 Hz) 7.25-7.23 (d, 1H, J=9.2 Hz), 6.95 (b, 1H), 4.98 (b, 1H), 4.00 (s, 3H), 2.85 (b, 2H), 2.30 (b, 2H), 2.02-1.99 (m 4H), 1.00-1.97 (t, 3H, J=7.2 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221760B2
Source datasetuspto-grants-2015_12
ORD IDord-a36ecb26d6c14a059050c07cfd40e693
Source noteuspto-grants-2015_12