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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197996Generated: October 25, 2026

5-Chloro-2-phenoxyaniline → (5-Chloro-2-phenoxy-phenyl)-[1,6]naphthyridin-5-yl-amine

https://huagongshe.com/reaction/2197996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-phenoxyanilineHCID 66738—
Reactant5-Chloro-1,6-naphthyridineHCID 12204234—
Product(5-Chloro-2-phenoxy-phenyl)-[1,6]naphthyridin-5-yl-amineHCID 67249138—

Reaction Steps

The product from Example 228e (0.040 g, 0.24 mmol) was reacted with the product from Example 42b (0.048 g, 0.24 mmol) for 48 h at 100° C. following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (0.046 g, 40%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 6.96 (d, J=7.35 Hz, 2H) 7.00-7.10 (m, 2H) 7.22-7.39 (m, 4H) 7.66 (dd, J=8.46, 4.41 Hz, 1H) 7.91 (d, J=1.84 Hz, 1H) 8.07 (d, J=6.25 Hz, 1H) 8.76 (d, J=8.46 Hz, 1H) 9.07 (d, J=3.31 Hz, 1H); MS (ESI+) m/z 348.0 (M+H)+; (ESI−) m/z 346.1 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-9af3df269739425b9ef596e8cb920c4f
Source noteuspto-grants-2012_12