HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-[(1-Aminocyclopropyl)carbonyl]-5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl (1-{[3-(4-ethylphenyl)-5-(phenylcarbamoyl)piperidin-1-yl]carbonyl}cyclopropyl)carbamate | HCID 70854693 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[(1-Aminocyclopropyl)carbonyl]-5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide | HCID 66701271 | — |
Reaction Steps
Under argon and at RT, 190 μl (2.5 mmol, 15 eq.) of trifluoroacetic acid were added to a solution of 81 mg (0.16 mmol) of tert-butyl (1-{[3-(4-ethylphenyl)-5-(phenylcarbamoyl)piperidin-1-yl]carbonyl}cyclopropyl)carbamate in 2 ml of dichloromethane. The reaction mixture was stirred at RT for 20 h, then concentrated under reduced pressure and repeatedly coevaporated with toluene. The crude product was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 29 mg (45% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987248B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-1be291898c9d41edbaed942dcb6b2e4f |
| Source note | uspto-grants-2015_03 |