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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883886Generated: October 31, 2026

5-Chloro-2-methyl-1,8-naphthyridine → 3-[4-Methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/883886

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant3-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 57469906—
Product3-[4-Methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 24898187—

Reaction Steps

The product from Example 7d (277 mg, 1.56 mmol) was reacted with the product from Example 25b (245 mg, 1.56 mmol) for 5 h following the procedure from Example 7g giving the crude title compound which was purified by HPLC with TFA providing the trifluoroacetic acid salt (399 mg, 52%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.38 (s, 3 H) 2.75 (s, 3 H) 6.30 (d, J=6.99 Hz, 1 H) 6.53-6.58 (m, 2 H) 6.61 (d, J=8.09 Hz, 1 H) 6.90-7.08 (m, 1 H) 7.27-7.47 (m, 3 H) 7.77 (d, J=8.46 Hz, 1 H) 8.39 (d, J=6.99 Hz, 1 H) 8.94 (d, J=8.82 Hz, 1 H) 9.58 (s, 1 H) 10.96 (s, 1 H) 14.34 (s, 1 H); MS (ESI+) m/z 374 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236950B2
Source datasetuspto-grants-2012_08
ORD IDord-65be449c5a32450b8f30248f73ba2d68
Source noteuspto-grants-2012_08