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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197759Generated: November 2, 2026

5-Chloro-2-methyl-1,8-naphthyridine → 4-[4-Benzylamino-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2197759

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant4-(2-Amino-4-benzylamino-phenylsulfanyl)-phenolHCID 66808409—
Product4-[4-Benzylamino-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 24898186—

Reaction Steps

The product from Example 1d (57 mg, 0.319 mmol) was reacted with the product from Example 44c (102 mg, 0.319 mmol) for 72 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the trifluoroacetic acid salt (169 mg, 91%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.74 (s, 3H) 4.30 (s, 2H) 6.15 (d, J=6.99 Hz, 1H) 6.52 (d, J=8.46 Hz, 1H) 6.56-7.39 (m, 11H) 7.75 (d, J=8.46 Hz, 1H) 8.28 (d, J=7.36 Hz, 1H) 9.50 (br s, 1H) 10.85 (br s, 1H) 14.25 (br s, 1H); MS (ESI+) m/z 465 (M+H−TFA)+; (ESI−) m/z 463 (M−H−TFA)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-4ade828092e8401481f48d6f9894a8f2
Source noteuspto-grants-2012_12