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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479647Generated: November 1, 2026

4-(2-Bromoethyl)morpholine → 8-Methyl-2-(2-methyl-4-(2-morpholinoethoxy)phenethyl)benzo[f][1,7]naphthyridin-5-amine

https://huagongshe.com/reaction/1479647

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Bromoethyl)morpholineHCID 1502101—
Reactant4-(2-(5-Amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylphenolHCID 58166509—
Product8-Methyl-2-(2-methyl-4-(2-morpholinoethoxy)phenethyl)benzo[f][1,7]naphthyridin-5-amineHCID 58213517—

Reaction Steps

8-Methyl-2-(2-methyl-4-(2-morpholinoethoxy)phenethyl)benzo[f][1,7]naphthyridin-5-amine was prepared following an analogous procedure to the preparation described for Example 139, but using 4-(2-(5-amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)-3-methylphenol (from Example 50) and 4-(2-bromoethyl)morpholine. 1H NMR (Acetone-d6): δ 8.73 (d, 2H), 8.26 (d, 1H), 7.44 (s, 1H), 7.17 (d, 1H), 7.05 (d, 1H), 6.76 (s, 1H), 6.67 (d, 1), 4.04-4.08 (m, 3H), 3.60-3.62 (m, 4H), 3.30 (s, 1H), 3.16 (t, 2H), 3.04 (t, 2H), 2.71 (t, 2H), 2.50-2.52 (m, 2H), 2.47 (s, 3H), 2.28 (s, 3H). LRMS [M+H]=457.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09408907B2
Source datasetuspto-grants-2016_08
ORD IDord-5bf7fdf5dc6a494a9e7d84bded8a3685
Source noteuspto-grants-2016_08