Chlorotrimethylsilane → Ondansetron

HRID 2112264

Reaktionsgleichung

Reaktionsgleichung von HRID 2112264
[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH2:11][C:10](=[O:15])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[CH3:16][C:17]1[NH:18][CH:19]=[CH:20][N:21]=1.N1(CN2CCCCC2)CCCC[CH2:23]1.Cl[Si](C)(C)C>CN(C)C=O.O>[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:23][N:18]3[CH:19]=[CH:20][N:21]=[C:17]3[CH3:16])[C:10](=[O:15])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Komponenten

7

Edukt 4

HCID 6397ChlorotrimethylsilaneHCID 127492-MethylimidazoleHCID 70151DipiperidinomethaneHCID 5988759-Methyl-1,2,3,9-tetrahydro-4H-carbazol-4-one

Produkt 1

HCID 4595OndansetronAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

2.0 g of 1,2,3,9-tetrahydro-9-methyl-4H-carbazol-4-one, 1.65 g of 2-methyl imidazole and 2.74 g of dipiperidinomethane were suspended in 20 ml of N,N-dimethylformamide, and then 4 ml of chlorotrimethylsilane was slowly added thereto. The reaction mixture was stirred for 8 hours at 90° C. 100 ml of water was added to the reaction mixture. The resulting solid was filtered and dried, which was then suspended in acetone and stirred for 3 hours, and then filtered and dried under a reduced pressure to give 1.99 g of title compound (yield 68%).

Aufarbeitung

  1. filtrationThe resulting solid was filtered
  2. customdried
  3. stirringstirred for 3 hours
  4. filtrationfiltered
  5. customdried under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1d349961fb0e473ea1aeea743bc6ffe0
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521565B2

Verknüpfte Notizen

Wird geladen…