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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113571Generated: October 29, 2026

2-Morpholinoethylamine → HCID 44143344, compound

https://huagongshe.com/reaction/2113571

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MorpholinoethylamineHCID 408285—
Reactant4-(3-Chloro-4-fluorophenylamino)-6-fluoro-1,7-naphthyridine-3-carbonitrileHCID 18548953—
SolventPyridineHCID 1049—
ProductHCID 44143344HCID 4414334444%

Reaction Steps

A solution of 2-morpholin-4-yl-ethylamine (0.44 mL, 2.73 mmol) and 4-(3-Chloro-4-fluoro-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile (0.50 g, 1.58 mmol) in pyridine 5.3 mL was heated to 80° C. for 7 days. The solvent was evaporated and the crude product was purified by flash column chromatography (7% MeOH in CHCl3) to give a yellow solid (0.18 g, 44%). 1H NMR (400 MHz, CDCl3) δ 2.5 (m, 4 H) 2.6 (d, J=11.9 Hz, 2 H) 3.2 (m, 2 H) 3.7 (m, 4 H) 5.5 (t, J=5.1 Hz, 1 H) 6.2 (s, 1 H) 6.9 (s, 1 H) 7.1 (m, 1 H) 7.2 (t, J=8.6 Hz, 1 H) 7.3 (m, 1 H) 8.5 (s, 1 H) 9.1 (d, J=0.5 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432279B2
Source datasetuspto-grants-2008_10
ORD IDord-273edaae82f944a497d78c56431a5e71
Source noteuspto-grants-2008_10