HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine → (7-Ethyl-[1,8]naphthyridin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine | HCID 43349616 | — |
| Reactant | 5-Chloro-2-ethyl-1,8-naphthyridine | HCID 67251203 | — |
| Product | (7-Ethyl-[1,8]naphthyridin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine | HCID 68460864 | 98.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763731B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-2831b79632474f76b7d5de13f6a4949e |
| Source note | uspto-grants-2010_07 |