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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358821Generated: October 30, 2026

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

https://huagongshe.com/reaction/2358821

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant4-(2-Amino-4-phenoxymethyl-phenylsulfanyl)-phenolHCID 68460210—
Product4-[2-(7-Methyl-[1,8]naphthyridin-4-ylamino)-4-phenoxymethyl-phenylsulfanyl]-phenolHCID 68461796—

Reaction Steps

The product from Example 1d (0.037 g, 0.205 mmol) was reacted with the product from Example 221d (0.066 g, 0.205 mmol) for 16.5 hours 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 (0.041 g, 34%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3 H) 5.13 (s, 2 H) 6.31 (d, J=6.99 Hz, 1 H) 6.79 (d, J=8.46 Hz, 2 H) 6.88-7.12 (m, 4 H) 7.20-7.36 (m, 4 H) 7.46-7.56 (m, 2 H) 7.81 (d, J=8.82 Hz, 1 H) 8.48 (d, J=6.99 Hz, 1 H) 9.02 (d, J=8.46 Hz, 1 H) 10.01 (s, 1H); MS (ESI+) m/z 466.3 (M+H)+; (ESI−) m/z 464.2 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-2046dfbcd85f4859964dd5de5ea64cd8
Source noteuspto-grants-2010_07