HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N'-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N-ethyl-N-propylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1-Propanamine, N-ethyl- | HCID 88398 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)aniline | HCID 21889899 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N'-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N-ethyl-N-propylurea | HCID 22667077 | 37% |
Reaction Steps
2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (80 mg) was dissolved in chloroform (3 ml) and triethylamine (0.3 ml), and a solution of triphosgene (72 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 15 min. Next, N-ethylpropylamine (44 μl) was added to the reaction solution, and the mixture was stirred at room temperature for additional 30 min. Methanol was added to the reaction solution, and the mixture was purified by HPLC by development with chloroform/methanol. The solvent was removed by distillation. The resultant crystal was washed with hexane to give 40 mg (yield 37%) 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-aa9887d6b4f043d3b05be8b55d170503 |
| Source note | uspto-grants-2004_09 |