Pyridine → 3-Bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine

HRID 712753

Reaktionsgleichung

Reaktionsgleichung von HRID 712753
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)[CH:7]=1.N1C=CC=CC=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][CH2:10][N:9]2[S:20]([CH3:19])(=[O:22])=[O:21])[CH:7]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 44038153-Bromo-5-(pyrrolidin-2-yl)pyridine

Produkt 1

HCID 1176674783-Bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridineAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 3-bromo-5-(2-pyrrolidinyl)pyridine (0.2 g, 0.881 mmol) and pyridine (0.157 mL, 1.937 mmol) in DCM (1 mL) is added methanesulfonyl chloride in DCM (1 mL) dropwise. The mixture is stirred at room temperature for 2 h. The mixture is concentrated. The resulting crude product is purified by normal phase chromatography using 0-3% MeOH in DCM as the gradient to afford 3-bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine (211.2 mg, 79% yield).

Aufarbeitung

  1. concentrationThe mixture is concentrated
  2. customThe resulting crude product is purified by normal phase chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b06947c158c34beab6694062b2731c89
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181272B2

Verknüpfte Notizen

Wird geladen…