HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 2-Chloro-4-(pyrrolidin-1-ylmethyl)pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Pyrrolidine | HCID 31268 | — |
| Edukt | 2-Chloro-4-pyridinecarboxaldehyde | HCID 2762994 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-Chloro-4-(pyrrolidin-1-ylmethyl)pyridine | HCID 58113871 | — |
Reaktionsschritte
The mixture of 2-chloro-pyridine-4-carbaldehyde and (300 mg, 2.12 mmol) and pyrrolidine (0.19 mL, 2.12 mmol) in DCM (10 mL) was treated with acetic acid (0.25 mL, 4.24 mmol). The mixture was stirred at room temperature for 10 minutes and NaBH(OAc)3 (899 mg, 4.24 mmol) was added. After overnight stirring, the reaction was washed with sat. NaHCO3 and extracted twice with DCM. The organic layers were combined and washed with water, brine, dried over sodium sulfate, filtrated and concentrated. The crude material was purified by column chromatography with MeOH/DCM (0-10%) and concentrated to give 120 mg of 2-chloro-4-pyrrolidin-1-ylmethyl-pyridine as a clear oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08569302B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-00b3354c1d864bf2b188acb816f155e2 |
| Quellennotiz | uspto-grants-2013_10 |