Potassium Carbonate → N-(4-Chloro-5-methylpyrimidin-2-YL)-N-methylmethanesulfonamide

HRID 1694732

Reaktionsgleichung

Reaktionsgleichung von HRID 1694732
[CH3:1][NH:2][SH:3](=[O:5])=[O:4].Cl[C:7]1[N:12]=[C:11]([Cl:13])[C:10]([CH3:14])=[CH:9][N:8]=1.[C:15](=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:13][C:11]1[C:10]([CH3:14])=[CH:9][N:8]=[C:7]([N:2]([CH3:1])[S:3]([CH3:15])(=[O:5])=[O:4])[N:12]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 74508Pyrimidine, 2,4-dichloro-5-methyl-HCID 178486264HCID 178486264, Verbindung

Produkt 1

HCID 72211794N-(4-Chloro-5-methylpyrimidin-2-YL)-N-methylmethanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of N-methylsulphonamide (3.35 g), 2,4-dichloro-5-methylpyrimidine (5 g) and potassium carbonate (4.3 g) in DMF (50 ml) was heated at 80° C. for 4 h. The reaction was quenched with water (200 ml) and extracted with ethylacetate. The organics were dried, evaporated under reduced pressure and the residue triturated with ether. The solid was filtered off (4-isomer) and the filtrate evaporated under reduced pressure and subjected to RPHPLC to obtain the 2-isomer, yield 0.37 g.

Aufarbeitung

  1. customThe reaction was quenched with water (200 ml)
  2. extractionextracted with ethylacetate
  3. customThe organics were dried
  4. customevaporated under reduced pressure
  5. customthe residue triturated with ether
  6. filtrationThe solid was filtered off (4-isomer)
  7. customthe filtrate evaporated under reduced pressure
  8. customto obtain the 2-isomer, yield 0.37 g

Quellen und Nachweise

ORD-Eintrag
ord-86007e06b1a2473aa58df9d9b94b2f1b
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158820B2

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