HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-3-(trifluoromethyl)aniline → Sorafenib
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-3-(trifluoromethyl)aniline | HCID 67574 | — |
| Reactant | HCID 86648443 | HCID 86648443 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Sorafenib | HCID 216239 | 87.7% |
Reaction Steps
A mixture of 4-(2-(methylcarbamoyl)pyridin-4-yloxy)phenylcarbamate (25 g, 0.06871 mol) and 3-trifluoromethyl-4-chloroaniline (13.4 g, 0.06871 mol) in acetonitrile (250 ml) was refluxed for 24 hours when product precipitated out of reaction mass. The reaction mass was cooled to room temperature and obtained product was filtered, washed with acetonitrile till a clear filtrate was obtained. It was then vacuum dried to obtain 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N-methylpicolinamide (sorafenib base) (28 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445687B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-419518d3a14c419fa09de83b85e545e5 |
| Source note | uspto-grants-2013_05 |