HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[(1R)-1-(2-methoxyphenyl)ethyl]urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | (R)-1-(2-Methoxyphenyl)ethanamine | HCID 853083 | — |
| Reactant | 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline | HCID 11594543 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[(1R)-1-(2-methoxyphenyl)ethyl]urea | HCID 57881554 | 121.5% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (70 mg) was dissolved in chloroform (1 ml) and triethylamine (0.1 ml) to prepare a solution. A solution of triphosgene (33 mg) in chloroform (0.2 ml) was then added to the solution, and the mixture was stirred at room temperature for 75 min. Next, a solution of (1R)-1-(2-methoxyphenyl)ethylamine (35 mg) in chloroform (0.2 ml) was added thereto, and the mixture was stirred at room temperature for 10 hr. The stirred mixture was purified by chromatography on silica gel using chloroform/methanol for development to give the title compound (64 mg, yield 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598258B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-6dbb16924915458694bb79f6c6b75f3a |
| Source note | uspto-grants-2009_10 |