HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Rac-(4-methanesulfonyl-piperazin-1-yl)-((3s,4r)-3-methylamino-4-phenyl-pyrrolidin-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Rac-[(3s,4r)-1-(4-methanesulfonyl-piperazine-1-carbonyl)-4-phenyl-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester | HCID 67026258 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Rac-(4-methanesulfonyl-piperazin-1-yl)-((3s,4r)-3-methylamino-4-phenyl-pyrrolidin-1-yl)-methanone | HCID 58009183 | 98% |
Reaction Steps
To a solution of rac-[(3S,4R)-1-(4-methanesulfonyl-piperazine-1-carbonyl)-4-phenyl-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (640 mg, 1.38 mmol) in CH2Cl2 (10 ml) was added TFA (2 ml) at RT. Stirring was continued over night. The reaction mixture was then concentrated under vacuo, the crude dissolved in CH2Cl2, washed with aq. NaHCO3 and the organic phase dried over Na2SO4. Purification by flash chromatography (SiO2, CH2Cl2/MeOH 95:5) yielded 0.49 g (98%) of the title compound as a white solid. ES-MS m/e: 367.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404679B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-ec3752afc2934db98331ef4cb3a4c161 |
| Source note | uspto-grants-2013_03 |