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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 80234Erstellt: 24. Oktober 2026

Acetic Acid → 3-Bromo-4-(pyrrolidin-1-ylmethyl)pyridine

https://huagongshe.com/de/reaction/80234

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktPyrrolidineHCID 31268—
Edukt3-Bromopyridine-4-carboxaldehydeHCID 2762997—
EduktSodium triacetoxyborohydrideHCID 5049666—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-Bromo-4-(pyrrolidin-1-ylmethyl)pyridineHCID 5963613698,2%

Reaktionsschritte

Acetic acid (0.1 mL) was added to a stirred solution of 3-bromo-pyridine-4-carbaldehyde (220 mg, 1.18 mmol) and pyrrolidine (0.11 mL, 1.34 mmol) in DCE (15 mL) under nitrogen atmosphere and stirred at room temperature for 2 hours. This was followed by addition of NaBH(OAc)3 (342 mg, 1.612 mmol) at 0° C. over a period of 10 minutes. The resulting reaction mass was stirred for 12 hours at room temperature. The reaction was monitored by TLC (30% ethyl acetate in hexane). The reaction mixture was washed with NaHCO3 solution and extracted using ethyl acetate. The organic layer was dried over Na2SO4 and concentrated to afford 275 mg of the product (98.2% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUSRE045173E1
Quelldatensatzuspto-grants-2014_09
ORD IDord-6931c758e9b64d3abd05092f2e3a5a5a
Quellennotizuspto-grants-2014_09