Methyl iodide → 5-(5-Bromo-3-pyridinyl)-1-methyl-2-pyrrolidinone

HRID 712755

Reaktionsgleichung

Reaktionsgleichung von HRID 712755
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[NH:12][C:11](=[O:13])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[H-].[Na+].[CH3:16]I>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[NH:12][C:11](=[O:13])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[N:12]([CH3:16])[C:11](=[O:13])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 1176674955-(5-Bromopyridin-3-YL)pyrrolidin-2-one

Produkt 2

HCID 196943295-(5-Bromo-3-pyridinyl)-1-methyl-2-pyrrolidinoneAusbeute 146,5 %HCID 1176674955-(5-Bromopyridin-3-YL)pyrrolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-(5-Bromo-pyridin-3-yl)-pyrrolidin-2-one is prepared as described in Example 76. To a solution of 5-(5-bromo-pyridin-3-yl)-pyrrolidin-2-one (202 mg, 0.84 mmol) in THF (5.0 mL) is added 60% NaH (50 mg, 1.3 mmol). The mixture is stirred at room temperature for 5 min and methyl iodide (0.078 mL, 1.3 mmol) is then added dropwise. The mixture is stirred at room temperature for 16 h. The mixture is then concentrated and purified by normal phase chromatography to give 157 mg of 5-(5-bromo-pyridin-3-yl)-1-methyl-pyrrolidin-2-one.

Aufarbeitung

  1. stirringThe mixture is stirred at room temperature for 16 h
  2. concentrationThe mixture is then concentrated
  3. custompurified by normal phase chromatography

Quellen und Nachweise

ORD-Eintrag
ord-0bcae626d45344c9a3cfcdf736f5404d
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181272B2

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