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Cesium fluoride → 2-Amino-4-fluoromethyl-6-methoxypyrimidine

HRID 3911
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 3911
[NH2:1][C:2]1[N:7]=[C:6]([CH2:8]Cl)[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[F-:12].[Cs+]>CN(C)C=O>[NH2:1][C:2]1[N:7]=[C:6]([CH2:8][F:12])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 25953Cesium fluorideHCID 138848154-(Chloromethyl)-6-methoxypyrimidin-2-amine

Produkt 1

HCID 201534972-Amino-4-fluoromethyl-6-methoxypyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 17.0 parts of 2-amino-4-chloromethyl-6-methoxypyrimidine, 59.5 parts of caesium fluoride and 130 parts of dry dimethylformamide was stirred under reflux for 2 hours. The mixture was cooled and evaporated in vacuo. The residue was taken up in ethyl acetate and the solution was washed four times with water. The organic phase was dried with anhydrous magnesium sulphate, stirred with decolourising charcoal, filtered and evaporated. The crude product was purified by chromatography on silica, eluted with ethyl acetate to give 2-amino-4-fluoromethyl-6-methoxypyrimidine m.p. 119°-121° C.

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. temperatureThe mixture was cooled
  3. customevaporated in vacuo
  4. washthe solution was washed four times with water
  5. dry with materialThe organic phase was dried with anhydrous magnesium sulphate
  6. stirringstirred with decolourising charcoal
  7. filtrationfiltered
  8. customevaporated
  9. customThe crude product was purified by chromatography on silica
  10. washeluted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-57c87955e9ed4a11aa4e6f98c7716c2b
Quelldatensatz
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04723006

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