HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-(5-Bromo-6-methyl-2-pyridyl)-N'-{2-chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Pyridinamine, 5-bromo-6-methyl- | HCID 170678 | — |
| Reactant | 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-chloroaniline | HCID 11221223 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-(5-Bromo-6-methyl-2-pyridyl)-N'-{2-chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea | HCID 22667141 | 77.3% |
Reaction Steps
2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (122 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml), and a solution of triphosgene (110 mg) in dichloromethane was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, 6-amino-3-bromo-2-methylpyridine (208 mg) was added to the reaction solution, and the mixture was stirred at room temperature for 2 hr. Methanol was added to the reaction solution, and the solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1) to give 155 mg (yield 77%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06797823B1 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-363cde1534944849b2c41718f960045c |
| Source note | uspto-grants-2004_09 |