2,5-Dibromopyridine → 5-Bromo-2-(2-(pyrrolidin-1-yl)ethoxy)pyridine

HRID 1386996

Reaktionsgleichung

Reaktionsgleichung von HRID 1386996
[OH:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.Br[C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=1>>[N:4]1([CH2:3][CH2:2][O:1][C:10]2[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=2)[CH2:8][CH2:7][CH2:6][CH2:5]1

Komponenten

3

Edukt 2

HCID 693532,5-DibromopyridineHCID 762881-Pyrrolidineethanol

Produkt 1

HCID 105881665-Bromo-2-(2-(pyrrolidin-1-yl)ethoxy)pyridine

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

A solution of 8.00 g (69.6 mmol) of N-(2-hydroxyethyl)pyrrolidine in 150 mL of xylenes was treated with 534 mg (23.2 mmol) of Na and the mixture was heated to 80° C. until all the Na had disappeared. The reaction was cooled to 23° C. and 5.50 g (23.2 mmol) of 2,5-dibromopyridine was added. The mixture was stirred at room temperature for 2.25 h and was concentrated in vacuo. Purification by flash chromatography (SiO2; gradient of 50-70% EtOAc in hexanes) afforded 3.53 g (13.0 mmol; 56%) of the title compound.

Aufarbeitung

  1. concentrationwas concentrated in vacuo
  2. customPurification by flash chromatography (SiO2; gradient of 50-70% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-17d25cf731714246a64f08d52b848717
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265575B1

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