Esomeprazole → HCID 178488151, Verbindung

HRID 227278

Reaktionsgleichung

Reaktionsgleichung von HRID 227278
[CH3:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH3:10])[C:5]([CH2:11][S@@:12]([C:14]2[NH:18][C:17]3[CH:19]=[C:20]([O:23][CH3:24])[CH:21]=[CH:22][C:16]=3[N:15]=2)=[O:13])=[N:4][CH:3]=1.[CH:25]1([C@H:31]([NH2:33])[CH3:32])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>C(#N)C>[CH:25]1([C@H:31]([NH3+:33])[CH3:32])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.[CH3:24][O:23][C:20]1[CH:21]=[CH:22][C:16]2[NH:15][C:14]([S@:12]([CH2:11][C:5]3[C:6]([CH3:10])=[C:7]([O:8][CH3:9])[C:2]([CH3:1])=[CH:3][N:4]=3)=[O:13])=[N:18][C:17]=2[CH:19]=1

Komponenten

4

Edukt 2

HCID 9568614EsomeprazoleHCID 10997046(1R)-1-Cyclohexylethanamine

Produkt 1

HCID 178488151HCID 178488151, VerbindungAusbeute 36,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

(S)-omeprazole (1.0 g, 2.9 mmol) was dissolved in acetonitrile (10 ml). (R)-1-cyclohexyl ethyl amine (0.83 ml, 5.7 mmol) was added to the solution whereupon a white solid precipitated. After 45 minutes acetonitril (10 ml) was added to the thick reaction mass and stirring was continued for 45 minutes. The precipitate was filtered off, washed with acetonitrile, and dried. 0.5 g of the title compound was obtained.

Aufarbeitung

  1. customprecipitated
  2. additionAfter 45 minutes acetonitril (10 ml) was added to the thick reaction mass
  3. filtrationThe precipitate was filtered off
  4. washwashed with acetonitrile
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ef8b32b7427c427c9f0cb2876b38390a
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560472B2

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