Hydrochloric Acid → HCID 53705989, Verbindung

HRID 2287363Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2287363
[Na].Cl[C:3]1[N:8]=[C:7]([C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:6]=[C:5]([NH:15][S:16]([CH:19]=[CH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=[O:18])=[O:17])[C:4]=1[O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[O:34][CH3:35].Cl>C(O)(C)C>[CH:4]([O:27][C:3]1[N:8]=[C:7]([C:9]2[N:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:6]=[C:5]([NH:15][S:16]([CH:19]=[CH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=[O:18])=[O:17])[C:4]=1[O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[O:34][CH3:35])([CH3:5])[CH3:3]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 53744388N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-2-phenylethenesulfonamide

Produkt 1

HCID 53705989HCID 53705989, VerbindungAusbeute 27,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Sodium (181 mg) was added to 10 ml of isopropyl alcohol and, after one hour, 100 ml of isopropyl alcohol was added thereto followed by heating at 60° C. to dissolve. To this reaction solution was added 400 mg of N-[6-chloro-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-2-phenylethenesulfonamide with stirring at room temperature. The reaction mixture was stirred at room temperature for 1.25 hours and then at 60° C. for 45 minutes followed by pouring into a mixture of 1N hydrochloric acid and ice. The solution was extracted with chloroform and the chloroform layer was dried over anhydrous magnesium sulfate followed by filtering. The filtrate was concentrated in vacuo and the resulting residue was purified by a silica gel column chromatography (ethyl acetate). The resulting amorphous substance was crystallized in ether and collected by filtration to give 57 mg of N-[6-isopropoxy-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]-2-phenylethenesulfonamide.

Aufarbeitung

  1. dissolutionto dissolve
  2. stirringThe reaction mixture was stirred at room temperature for 1.25 hours
  3. extractionThe solution was extracted with chloroform
  4. dry with materialthe chloroform layer was dried over anhydrous magnesium sulfate
  5. filtrationby filtering
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe resulting residue was purified by a silica gel column chromatography (ethyl acetate)
  8. customThe resulting amorphous substance was crystallized in ether
  9. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-452d272f4d7b45f9b96b6ba4756daccd
Quelldatensatz
uspto-grants-2000_07
Patentnummer
US06083955

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