HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (3S,5R)-5-(3-fluorophenyl)pyrrolidine-3-carbonitrile 2,2,2-trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (2R,4S)-tert-butyl 4-cyano-2-(3-fluorophenyl)-pyrrolidine-1-carboxylate | HCID 68282507 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3S,5R)-5-(3-fluorophenyl)pyrrolidine-3-carbonitrile 2,2,2-trifluoroacetate | HCID 66691683 | — |
Reaction Steps
To a solution of (2R,4S)-tert-butyl 4-cyano-2-(3-fluorophenyl)-pyrrolidine-1-carboxylate (I-30) (72 mg, 0.25 mmol) in DCM (0.5 mL) was added TFA (0.5 mL) with stirring. After 1 hour the volatile organics were removed under reduced pressure. The residue was triturated with Et2O and the resulting solids collected and dried under vacuum to give (3S,5R)-5-(3-fluorophenyl)pyrrolidine-3-carbonitrile 2,2,2-trifluoroacetate (I-31), which was used without purification. MS m/z 191.1 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102671B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-d3a9e4e9b47b46099451b3c0f42e591c |
| Source note | uspto-grants-2015_08 |