HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(2-Chloro-5-trifluoromethyl-phenyl)-1H-pyrrole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-[2-Chloro-5-(trifluoromethyl)phenyl]-3-[(2,2-diethoxyethyl)amino]prop-2-enenitrile | HCID 86720584 | — |
| Product | 2-(2-Chloro-5-trifluoromethyl-phenyl)-1H-pyrrole-3-carbonitrile | HCID 70979751 | 45% |
Reaction Steps
To TFA (4 mL) at 5° C. the crude 3-[2-chloro-5-(trifluoromethyl)phenyl]-3-[(2,2-diethoxyethyl)amino]prop-2-enenitrile was added. After stirring at room temperature for 30 min, the reaction mixture was concentrated and then diluted with EtOAc and saturated solution of sodium hydrogen carbonate. The organic layer was separated, washed with water and brine, dried over sodium sulfate and concentrated. Column chromatography on silica gel (0 to 20% EtOAc/hexane) afforded the title compound (584 mg, 45% 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283224B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-106606ee41b243fd8d39e0820643dd19 |
| Source note | uspto-grants-2016_03 |