HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodosylbenzene → N-[(1S)-1-(4-{3-[3,5-bis(trifluoromethyl)-phenyl]-2-hydroxy-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropane-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodosylbenzene | HCID 92125 | — |
| Reactant | N-[(1S)-1-(4-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl)phenyl)-ethyl]cyclopropanecarboxamide | HCID 53261930 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(1S)-1-(4-{3-[3,5-bis(trifluoromethyl)-phenyl]-2-hydroxy-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropane-carboxamide | HCID 87160555 | 11.7% |
Reaction Steps
N-[(1S)-1-(4-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl)phenyl)-ethyl]cyclopropanecarboxamide (cf. Japanese Patent Application No. 2009-296889) (200 mg) was dissolved in dichloromethane (10 mL), and to the reaction solution was added Fe(salen) (12 mg) and iodosobenzene (98 mg). The resulting mixture was stirred at room temperature for 20 hours. Under reduced pressure, the solvent was distilled off and the residues were purified by silica gel column chromatography to obtain N-[(1S)-1-(4-{3-[3,5-bis(trifluoromethyl)-phenyl]-2-hydroxy-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropane-carboxamide (24 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375000B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-a6c52183f2c14a6ca0818ee16cc7f4a3 |
| Source note | uspto-grants-2016_06 |