HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → Sorafenib
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene | HCID 2733265 | — |
| Reactant | 4-(4-Aminophenoxy)-N-methylpicolinamide | HCID 16655129 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Sorafenib | HCID 216239 | 52.3% |
Reaction Steps
A solution of 4-chloro-3-(trifluoromethyl)phenyl isocyanate (101.1 g) in dichloromethane (250 mL) was added to a reaction mixture containing 4-(2-(N-methylcarbamoyl)-4-pyridyloxy)aniline (110.0 g) in dichloromethane (250 mL) at about 0° C. in about 30 minutes. The reaction mixture was stirred at room temperature for about 16 hours. The resulting solid was filtered, washed with dichloromethane (2×200 mL) and dried under reduced pressure at about 35° C. for about 4 hours to obtain sorafenib free base.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618305B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-a59db6f879ba4458a6bf5696304e8eb9 |
| Source note | uspto-grants-2013_12 |