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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358679Generated: October 31, 2026

5-Chloro-2-methyl-1,8-naphthyridine → (5-Bromo-2-phenoxy-phenyl)-(7-methyl-[1,8]naphthyridin-4-yl)-amine

https://huagongshe.com/reaction/2358679

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant5-Bromo-2-phenoxyanilineHCID 16109455—
Product(5-Bromo-2-phenoxy-phenyl)-(7-methyl-[1,8]naphthyridin-4-yl)-amineHCID 68461174—

Reaction Steps

The product from Example 1d (278 mg, 1.56 mmol) was reacted with the product from Example 124b (412 mg, 1.56 mmol) for 18 h 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 (206 mg, 25%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.73 (s, 3 H) 6.69 (d, J=7.35 Hz, 2 H) 6.96 (d, J=7.72 Hz, 2 H) 7.05-7.15 (m, 3 H) 7.24-7.36 (m, 2 H) 7.68 (dd, J=8.82, 2.57 Hz, 1 H) 7.75 (d, J=8.46 Hz, 1 H) 7.82 (d, J=2.21 Hz, 1 H) 8.52 (d, J=6.99 Hz, 1 H) 8.86 (d, J=8.82 Hz, 1 H) 10.93 (s, 1 H) 14.49 (s, 1 H); MS (ESI+) m/z 408 (M+H−TFA)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-04eb0d144e4a47719b937925adba5413
Source noteuspto-grants-2010_07