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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358728Generated: October 30, 2026

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

https://huagongshe.com/reaction/2358728

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamineHCID 43349616—
Reactant5-Chloro-2-ethyl-1,8-naphthyridineHCID 67251203—
Product(7-Ethyl-[1,8]naphthyridin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amineHCID 6846086498.4%

Reaction Steps

The product from Example 3f (79 mg, 0.41 mmol) was reacted with the product from Example 50b (88 mg, 0.41 mmol) for 23 h giving following the procedure from Example 1g providing the crude title compound that was triturated with 3:1 ether/THF to give the title compound (162 mg, 90%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.37 (t, J=7.35 Hz, 3 H) 2.34 (s, 3 H) 3.05 (q, J=7.35 Hz, 2 H) 3.72 (s, 3 H) 6.27 (d, J=6.98 Hz, 1 H) 6.85 (m, J=8.82 Hz, J=2.20 Hz, 2 H) 7.10 (d, J=8.09 Hz, 1 H) 7.23-7.32 (m, 4 H) 7.83 (d, J=8.83 Hz, 1 H) 8.41 (d, J=6.98 Hz, 1 H) 9.11 (d, J=8.83 Hz, 1 H) 11.16 (br s, 1 H) 14.39 (br s, 1 H); MS (ESI+) m/z 402 (M−Cl)+; (ESI−) m/z 400 (M−HCl)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-2831b79632474f76b7d5de13f6a4949e
Source noteuspto-grants-2010_07