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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197836Generated: October 27, 2026

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

https://huagongshe.com/reaction/2197836

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant5-Bromo-2-(phenylthio)benzenamineHCID 28401521—
Product(5-Bromo-2-phenylsulfanyl-phenyl)-(7-methyl-[1,8]naphthyridin-4-yl)-amineHCID 68461939—

Reaction Steps

The product from Example 1d (278 mg, 1.56 mmol) was reacted with the product from Example 121c (437 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 (129 mg, 15%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3H) 6.43 (d, J=6.99 Hz, 1H) 7.20 (d, J=8.46 Hz, 1H) 7.34 (s, 5H) 7.69 (dd, J=8.82, 2.21 Hz, 1H) 7.81 (m, 2H) 8.47 (d, J=6.99 Hz, 1H) 8.95 (d, J=8.46 Hz, 1H); MS (ESI+) m/z 422 (M+H−TFA)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-38d42bce520b458ba578666a74f3d45a
Source noteuspto-grants-2012_12