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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358547Generated: November 2, 2026

4-(2-Amino-4-methyl-phenylsulfanyl)-phenol → 4-[2-(7-Ethyl-[1,8]naphthyridin-4-ylamino)-4-methyl-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2358547

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 66808123—
Reactant5-Chloro-2-ethyl-1,8-naphthyridineHCID 67251203—
Product4-[2-(7-Ethyl-[1,8]naphthyridin-4-ylamino)-4-methyl-phenylsulfanyl]-phenolHCID 24897756—

Reaction Steps

The product from Example 4c (131 mg, 0.530 mmol) was reacted with the product from Example 3f (97 mg, 0.503 mmol) for 21 h following the procedure from Example 1g giving the title compound as a hydrochloride salt which was triturated with 5:1 ether/THF giving (210 mg, 98%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.37 (t, J=7.35 Hz, 3H) 2.33 (s, 3H) 3.05 (q, J=7.35 Hz, 2H) 6.29 (d, J=6.99 Hz, 1H) 6.74 (d, J=8.46 Hz, 2H) 7.00 (m, 1H) 7.17-7.29 (m, 4H) 7.84 (d, J=8.83 Hz, 1H) 8.43 (d, J=6.98 Hz, 1H) 9.09 (d, J=8.83 Hz, 1H) 9.90 (s, 1H) 11.12 (br s, 1H) 14.38 (br s, 1H); MS (ESI+) m/z 388 (M−Cl)+; (ESI−) m/z 386 (M−HCl)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-350dd931765d425187f0fa62842fe923
Source noteuspto-grants-2010_07