HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-(4-((6-cyano-7-(4-piperidylmethoxy)-4-quinolyl)oxy)-2-fluorophenyl)-N'-cyclopropylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Carbonic acid--water (1/1) | HCID 21993411 | — |
| Reactant | Tert-butyl 4-(((6-cyano-4-(4-(((cyclopropylamino)carbonyl) amino)-3-fluorophenoxy)-7-quinolyl)oxy)methyl)-1-piperidinecarboxylate | HCID 22936270 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-((6-cyano-7-(4-piperidylmethoxy)-4-quinolyl)oxy)-2-fluorophenyl)-N'-cyclopropylurea | HCID 22936581 | 113.9% |
Reaction Steps
After adding 5 ml of trifluoroacetic acid to 340 mg of tert-butyl 4-(((6-cyano-4-(4-(((cyclopropylamino)carbonyl)amino)-3-fluorophenoxy)-7-quinolyl)oxy)methyl)-1-piperidinecarboxylate, the mixture was stirred at room temperature for 7 minutes. Saturated bicarbonate water and ethyl acetate were added to the reaction solution for extraction. The ethyl acetate layer was washed with saline and dried over sodium sulfate. The drying agent was filtered off and the solvent was distilled off under reduced pressure to obtain 320 mg of a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372981B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5e7e04eb69254b268a175bf54b7b8298 |
| Source note | uspto-grants-2013_02 |