HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(1-{[(2R,5R)-2,5-Dimethylpyrrolidin-1-yl]carbonyl}-5-[4-(trifluoromethyl)phenyl]piperidin-3-yl)benzenecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,5-Dimethylpyrrolidine, (2R,5R)- | HCID 641767 | — |
| Reactant | 4-Nitrophenyl 3-[(phenylcarbonyl)amino]-5-[4-(trifluoromethyl)phenyl]piperidine-1-carboxylate | HCID 66701467 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(1-{[(2R,5R)-2,5-Dimethylpyrrolidin-1-yl]carbonyl}-5-[4-(trifluoromethyl)phenyl]piperidin-3-yl)benzenecarboxamide | HCID 66701509 | — |
Reaction Steps
80 mg (0.16 mmol) of 4-nitrophenyl 3-[(phenylcarbonyl)amino]-5-[4-(trifluoromethyl)phenyl]piperidine-1-carboxylate were initially charged in 1.7 ml of DMF, and 46 mg (0.47 mmol) of (2R,5R)-2,5-dimethylpyrrolidine and 22 mg (0.16 mmol) of potassium carbonate were added. The mixture was reacted in a microwave (Emrys Optimizer) at 150° C. for 15 min. The crude product was then purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 12 mg (15% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987248B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-e885d12d431148998792d011cdba7707 |
| Source note | uspto-grants-2015_03 |