Hydrochloric Acid → HCID 54459196, Verbindung

HRID 2287364Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2287364
[F:1][CH:2](O)C.[H-].[Na+].Cl[C:8]1[N:13]=[C:12]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[N:11]=[C:10]([NH:20][S:21]([CH:24]=[CH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:23])=[O:22])[C:9]=1[O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[O:39][CH3:40].Cl.CN(C)[CH:44]=[O:45]>>[F:1][CH2:2][CH2:44][O:45][C:8]1[N:13]=[C:12]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[N:11]=[C:10]([NH:20][S:21]([CH:24]=[CH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:23])=[O:22])[C:9]=1[O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[O:39][CH3:40]

Komponenten

6

Edukt 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 193593481-Fluoroethan-1-olHCID 53744388N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-2-phenylethenesulfonamide

Produkt 1

HCID 54459196HCID 54459196, Verbindung

Versuchsvorschrift

To a solution of 258 mg of fluoroethanol in 20 ml of dimethylformamide was added 194 mg of sodium hydride (60%) with ice cooling followed by stirring for 30 minutes. To this reaction solution was added 400 mg of N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-2-phenylethenesulfonamide with stirring under ice cooling followed by stirring for 30 minutes. The reaction mixture was stirred at room temperature for two hours and poured into a mixture of 1N hydrochloric acid and ice. This solution was extracted with chloroform and the chloroform layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated in vacuo and the resulting residue was purified by a silica gel column chromatography (chloroform-methanol=40:1). The resulting amorphous substance was crystallized in ether and collected by filtration to give 240 mg of N-[6-(2-fluoroethoxy)-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-2-phenylethenesulfonamide.

Aufarbeitung

  1. stirringwith stirring under ice cooling
  2. stirringby stirring for 30 minutes
  3. stirringThe reaction mixture was stirred at room temperature for two hours
  4. extractionThis solution was extracted with chloroform
  5. dry with materialthe chloroform layer was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo
  8. customthe resulting residue was purified by a silica gel column chromatography (chloroform-methanol=40:1)
  9. customThe resulting amorphous substance was crystallized in ether
  10. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-bfa7725063f34ec0842ee2fd7289006b
Quelldatensatz
uspto-grants-2000_07
Patentnummer
US06083955

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