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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197709Generated: October 31, 2026

5-Methyl-2-phenylsulfanyl-phenylamine → (7-Ethyl-[1,8]naphthyridin-4-yl)-(5-methyl-2-phenylsulfanyl-phenyl)-amine

https://huagongshe.com/reaction/2197709

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methyl-2-phenylsulfanyl-phenylamineHCID 43349603—
Reactant5-Chloro-2-ethyl-1,8-naphthyridineHCID 67251203—
Product(7-Ethyl-[1,8]naphthyridin-4-yl)-(5-methyl-2-phenylsulfanyl-phenyl)-amineHCID 24897755—

Reaction Steps

The product from Example 3f (88 mg, 0.46 mmol) was reacted with the product from Example 1f (100 mg, 0.46 mmol) for 24 h following the procedure from Example 1f giving the title compound as a hydrochloride salt which was triturated with ether giving (134 mg, 70%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.34 (t, J=7.35 Hz, 3H) 3.02 (q, J=7.35 Hz, 2H) 6.69 (d, J=6.99 Hz, 1H) 6.97 (d, J=8.82 Hz, 2H) 7.10 (dd, J=7.35 Hz, 1H) 7.15 (d, J=8.82 Hz, 2H) 7.30 (dd, J=8.09 Hz, J=7.72 Hz, 2H) 7.56 (dd, J=2.94 Hz, J=9.19 Hz, 1H) 7.71 (d, J=2.57 Hz, 1H) 7.88 (d, J=8.82 Hz, 1H) 8.52 (d, J=6.99 Hz, 1H) 9.02 (d, J=8.45 Hz, 1H) 11.16 (br s, 1H) 14.56 (br s, 1H); MS (ESI+) m/z 376 (M−Cl)+; (ESI−) m/z 374 (M−HCl)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-9c98d3aebdd54d2bba1408c81de9d5aa
Source noteuspto-grants-2012_12