HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 4-(2-Hydroxy-ethoxy)-phenyl-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine | HCID 853152 | — |
| Edukt | PyBOP | HCID 2724699 | — |
| Edukt | 4-(2-Hydroxyethoxy)benzenecarboxylic acid | HCID 4312254 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(2-Hydroxy-ethoxy)-phenyl-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone | HCID 11960419 | 66,2% |
Reaktionsschritte
4-(2-Hydroxy-ethoxy)-benzoic acid (152 mg, 0.84 mmol), (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (193 mg, 1.25 mmol) and triethylamine (303 mg, 3.0 mmol) are dissolved in dichloromethane (5.0 mL) and benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate (PyBOP) (786 mg, 1.5 mmol) is added to the mixture. The mixture is stirred at room temperature for 3 days. The reaction mixture is diluted with dichloromethane, washed with brine, dried over Na2SO4, filtered and evaporated. The crude product is purified using silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH=20:1) to give 177 mg (66%) of the title compound. Observed Mass 319.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07951826B2 |
| Quelldatensatz | uspto-grants-2011_05 |
| ORD ID | ord-6607de3a9eb3496199ab018dd70bd4ee |
| Quellennotiz | uspto-grants-2011_05 |