Methyl iodide → HCID 67299926, Verbindung

HRID 1260299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1260299
[Br:1][C:2]1[C:3]([C:11]([OH:13])=[O:12])=[N:4][C:5]([CH2:8][O:9][CH3:10])=[N:6][CH:7]=1.[C:14]([O-])([O-])=O.[Cs+].[Cs+].CI>CC(C)=O>[CH3:14][O:12][C:11]([C:3]1[C:2]([Br:1])=[CH:7][N:6]=[C:5]([CH2:8][O:9][CH3:10])[N:4]=1)=[O:13]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 67299931HCID 67299931, Verbindung

Produkt 1

HCID 67299926HCID 67299926, VerbindungAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 5-bromo-2-methoxymethyl-pyrimidine-4-carboxylic acid (2.5 g, 10.1 mmol) in acetone (100 ml) was added Cs2CO3 (19.8 g, 60.7 mmol) followed by methyliodide (3.8 ml, 60.7 mmol). The mixture was heated to reflux for 8 h. The reaction mixture was then filtered, and the filtrate was evaporated. The crude material was purified by silica gel chromatography using a ethyl acetate/hexane eluent to yield 700 mg (27%) of the title compound as yellow oil.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 8 h
  3. filtrationThe reaction mixture was then filtered
  4. customthe filtrate was evaporated
  5. customThe crude material was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c78530ccd1294539a1ce4c5147b390f8
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470820B2

Notizen zur Reaktion

Wird geladen…