Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline | HCID 11739027 | — |
| Reactant | 4,5-Dimethyl-1,3-thiazol-2-amine--hydrogen chloride (1/1) | HCID 16211387 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 23118599 | HCID 23118599 | 19.8% |
Reaction Steps
3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (100 mg) was dissolved in chloroform (5 ml) and triethylamine (0.5 ml) to prepare a solution. A solution of triphosgene (100 mg) in chloroform was then added thereto, and the mixture was stirred at room temperature for 15 min. Next, 2-amino-4,5-dimethylthiazole hydrochloride (55 mg) was added thereto, and the mixture was further stirred at room temperature overnight. Distilled water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The organic layer was washed with saturated brine and was dried over sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by HPLC using chloroform/acetone for development to give 29 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07211587B2 |
|---|
| Source dataset | uspto-grants-2007_05 |
|---|
| ORD ID | ord-7f4b8cf0482743f1a7fd403d55b19783 |
|---|
| Source note | uspto-grants-2007_05 |
|---|