HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [1-((R)-2-amino-3-phenyl-propyl)-piperidin-4-yl]-(4-fluoro-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | {(R)-1-benzyl-2-[4-(4-fluoro-benzoyl)-piperidin-1-yl]-ethyl}-carbamic acid tert-butyl ester | HCID 68809285 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [1-((R)-2-amino-3-phenyl-propyl)-piperidin-4-yl]-(4-fluoro-phenyl)-methanone | HCID 68809327 | — |
Reaction Steps
A solution of {(R)-1-benzyl-2-[4-(4-fluoro-benzoyl)-piperidin-1-yl]-ethyl}-carbamic acid tert-butyl ester (1.12 g, 2.54 mmol) and trifluoroacetic acid (3 ml) in dichloromethane (6 ml) is stirred at ambient temperature for 3 hours. The solvent is evaporated and the residue takenup in hydrochloric acid (2M), washed with ethylacetate and basified with sodium hydroxide solution (4M) to pH8-9. The suspension is extracted with dichloromethane, the dichloromethane dried over magnesium sulphate and the solvent evaporated to afford [1-((R)-2-amino-3-phenyl-propyl)-piperidin-4-yl]-(4-fluoro-phenyl)-methanone. [MH]+341.7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670379B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-81249c4e725740c4a9c4d5d36c7dfbca |
| Source note | uspto-grants-2003_12 |