HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine → (7-Isobutyl-[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 | 1,8-Naphthyridine, 5-chloro-2-(2-methylpropyl)- | HCID 68460720 | — |
| Product | (7-Isobutyl-[1,8]naphthyridin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine | HCID 68457663 | — |
Reaction Steps
The product from Example 12d (60 mg, 0.271 mmol) was reacted with the product from Example 50b (66 mg, 0.271 mmol) for 25 h giving following the procedure from Example 1g the crude title compound that was triturated with 3:1 ether/THF providing the title compound as a hydrochloride salt (121 mg, 96%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.97 (d, J=6.62 Hz, 6H) 2.24 (m, J=6.62 Hz, 1H) 2.34 (s, 3H) 2.89 (d, J=7.35 Hz, 2H) 3.72 (s, 3H) 6.27 (d, J=6.99 Hz, 1H) 6.84 (d, J=8.46 Hz, 2H) 7.10 (d, J=8.09 Hz, 1H) 7.23-7.32 (m, 4H) 7.81 (d, J=8.46 Hz, 1H) 8.41 (d, J=6.99 Hz, 1H) 9.07 (d, J=8.46 Hz, 1H) 11.09 (br s, 1H) 14.40 (br s, 1H); MS (ESI+) m/z 430 (M−Cl)+; (ESI−) m/z 428 (M−HCl)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338605B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-e6ce6ccc38864d878a18d8af975f616e |
| Source note | uspto-grants-2012_12 |