Water → HCID 68535315, Verbindung

HRID 1993684Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1993684
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([N:7]2[C:11]([NH2:12])=[CH:10][C:9]([Si:13]([CH3:16])([CH3:15])[CH3:14])=[N:8]2)=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].O.Cl[C:26]([O:28][CH2:29][C:30]([Cl:33])([Cl:32])[Cl:31])=[O:27]>C(OCC)(=O)C>[Cl:31][C:30]([Cl:33])([Cl:32])[CH2:29][O:28][C:26](=[O:27])[NH:12][C:11]1[N:7]([C:4]2[CH:3]=[CH:2][C:1]([CH3:17])=[CH:6][CH:5]=2)[N:8]=[C:9]([Si:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 11430Potassium CarbonateHCID 870632,2,2-Trichloroethyl chloroformateHCID 68540206HCID 68540206, Verbindung

Produkt 1

HCID 68535315HCID 68535315, VerbindungAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

Place 2-p-tolyl-5-trimethylsilanyl-2H-pyrazol-3-ylamine (170 mg, 0.693 mmol) in ethyl acetate (10 mL). Add potassium carbonate (191 mg, 1.38 mmol) and water (2 mL). Stir the reaction and add trichloroethyl chloroformate (0.114 mL, 0.831 mmol). Stir at room temperature for 18 hours. Add water and ethyl acetate. Separate organic layer and wash with saturated aq. sodium chloride. Collect organic layer, dry over Mg2SO4, filter, and concentrate under reduced pressure. Subject residue to silica gel chromatography eluting with 0-30% EtOAc:hexane to yield 280 mg (96%) of the title compound. MS(ES+): m/z=420.2 [M+H].

Aufarbeitung

  1. customthe reaction
  2. stirringStir at room temperature for 18 hours
  3. washSeparate organic layer and wash with saturated aq. sodium chloride
  4. dry with materialCollect organic layer, dry over Mg2SO4
  5. filtrationfilter
  6. concentrationconcentrate under reduced pressure
  7. washSubject residue to silica gel chromatography eluting with 0-30% EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-37e275c0e8a94250bb4b2f15aae55ccc
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652015B2

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