HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (+)-3-(3,4-Difluorophenyl)-1-propylpyrrolidin-3-OL
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | 3-(3,4-Difluorophenyl)pyrrolidin-3-ol | HCID 63586972 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (+)-3-(3,4-Difluorophenyl)-1-propylpyrrolidin-3-OL | HCID 25145779 | — |
Reaction Steps
Preparation according to Example 24: Enantiomer E2 of 3-(3,4-difluorophenyl)-pyrrolidin-3-ol (0.27 g, 1.35 mmol), acetonitrile (3 mL), potassium carbonate (0.279 g, 2.02 mmol) and iodopropane (137 μl, 1.35 mmol). Purification by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 45:55 to 60:40). Yield: 0.125 g. [α]D=−21.1° (methanol). The amine was converted to the fumaric acid salt and recrystallized from methanol/diethyl ether/diisopropyl ether: M.p. 128-129° C.; MS m/z (relative intensity, 70 eV) 241 (M+, 9), 212, (bp), 182 (32), 141 (17), 84 (62).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188301B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fec88ba5d3834043afaf894eae72b543 |
| Source note | uspto-grants-2012_05 |