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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1046410Erstellt: 25. Oktober 2026

Acetic Acid → 2-Chloro-4-(pyrrolidin-1-ylmethyl)pyridine

https://huagongshe.com/reaction/1046410

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktPyrrolidineHCID 31268—
Edukt2-Chloro-4-pyridinecarboxaldehydeHCID 2762994—
EduktSodium triacetoxyborohydrideHCID 5049666—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Chloro-4-(pyrrolidin-1-ylmethyl)pyridineHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569302B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-00b3354c1d864bf2b188acb816f155e2
Quellennotizuspto-grants-2013_10