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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113575Generated: October 25, 2026

2-Morpholinoethylamine → 4-[(3-Isopropylphenyl)amino]-6-[(2-morpholin-4-ylethyl)amino]-1,7-naphthyridine-3-carbonitrile

https://huagongshe.com/reaction/2113575

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MorpholinoethylamineHCID 408285—
Reactant6-Fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrileHCID 69180810—
SolventPyridineHCID 1049—
Product4-[(3-Isopropylphenyl)amino]-6-[(2-morpholin-4-ylethyl)amino]-1,7-naphthyridine-3-carbonitrileHCID 6931837554%

Reaction Steps

Following the procedure described above in Example 34, 6-fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile was reacted with 2-morpholin-4-yl-ethylamine in pyridine. The crude product was purified by flash column chromatography (1% methanol in methylene chloride) to give a yellow solid (0.15 g, 54%). 1H NMR (400 MHz, DMSO-D6) δ ppm 1.2 (d, J=7.1 Hz, 6 H) 2.4 (m, 4 H) 2.6 (m, 2 H) 2.9 (dq, J=6.9 Hz, 1 H) 3.4 (m, 2 H) 3.6 (m, 4 H) 6.6 (t, J=5.4 Hz, 1 H) 7.1 (m, 4 H) 7.3 (t, J=8.0 Hz, 1 H) 8.2 (s, 1 H) 8.8 (s, 1 H) 9.6 (s, 1 H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432279B2
Source datasetuspto-grants-2008_10
ORD IDord-e92871290d3a4b7bbe75ff4d0b9c2fe8
Source noteuspto-grants-2008_10