HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Morpholine → (+)-3-(2,3-Difluorophenyl)-1-propylpyrrolidin-3-OL
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Morpholine | HCID 8083 | — |
| Edukt | 1-Iodopropane | HCID 33643 | — |
| Edukt | 1-Benzyl-3-(2,3-difluorophenyl)pyrrolidin-3-ol | HCID 68515849 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (+)-3-(2,3-Difluorophenyl)-1-propylpyrrolidin-3-OL | HCID 25143813 | — |
Reaktionsschritte
Preparation according to Example 34: (−)-1-benzyl-3-(2,3-difluorophenyl)pyrrolidin-3-ol (0.40 g, 1.38 mmol), dimethyl formamide (3 mL), iodopropane (1.35 mL, 13.8 mmol) and morpholine (2 mL). Purification by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 40:60 to 60:40). Yield: 0.174 g. [α]D=−22.1° (methanol). The amine was converted to the fumaric acid salt and recrystallized from methanol/diethyl ether/diisopropyl ether: M.p. 97-100° C.; MS m/z (relative intensity, 70 eV) 241 (M+, 10), 212, (bp), 182 (34), 84 (53), 57 (14).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08188301B2 |
| Quelldatensatz | uspto-grants-2012_05 |
| ORD ID | ord-254fd161701748d3822fee7f8c95180e |
| Quellennotiz | uspto-grants-2012_05 |