HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[1-(2,4-Difluorophenyl)ethyl]-N'-(2-fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}phenyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 1-(2,4-Difluorophenyl)ethanamine | HCID 4986250 | — |
| Reactant | 2-Fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}-aniline | HCID 69057905 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-[1-(2,4-Difluorophenyl)ethyl]-N'-(2-fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}phenyl)urea | HCID 10326393 | 82.9% |
Reaction Steps
2-Fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}-aniline (30 mg) was dissolved in chloroform (3 ml) and triethylamine (0.3 ml) to prepare a solution. A solution of triphosgene (17 mg) in chloroform (0.2 ml) was then added to the solution, and the mixture was stirred at room temperature for 25 min. Next, a solution of 1-(2,4-difluorophenyl)ethylamine (14 mg) in chloroform (0.2 ml) was added thereto, and the mixture was stirred at room temperature for 5 hr. The stirred mixture was purified by chromatography on silica gel using chloroform/methanol for development to give the title compound (29 mg, yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598258B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-26dc04dd2ce746769b85690eb4533049 |
| Source note | uspto-grants-2009_10 |