Potassium Carbonate → HCID 66758476, Verbindung

HRID 556958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 556958
Br[CH2:2][CH2:3][CH:4]=[C:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]=2[CH2:9][O:8][C:7]2[CH:16]=[CH:17][C:18]([C:20]([OH:23])([CH3:22])[CH3:21])=[CH:19][C:6]1=2.C(=O)([O-])[O-].[K+].[K+].[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:38]2([C:44]#[N:45])[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)=[CH:33][CH:32]=1>O.C(#N)C.C(OCC)(=O)C>[Cl:30][C:31]1[CH:32]=[CH:33][C:34]([NH:37][C:38]2([C:44]#[N:45])[CH2:43][CH2:42][N:41]([CH2:2][CH2:3][CH:4]=[C:5]3[C:11]4[CH:12]=[CH:13][CH:14]=[N:15][C:10]=4[CH2:9][O:8][C:7]4[CH:16]=[CH:17][C:18]([C:20]([OH:23])([CH3:22])[CH3:21])=[CH:19][C:6]3=4)[CH2:40][CH2:39]2)=[CH:35][CH:36]=1

Komponenten

7

Edukt 3

HCID 11430Potassium CarbonateHCID 23136852HCID 23136852, VerbindungHCID 666859992-[5-(3-Bromo-propylidene)-5,1 1-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol

Produkt 1

HCID 66758476HCID 66758476, VerbindungAusbeute 8 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel2×HCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The title compound was prepared by dissolving 2-[5-(3-Bromo-propylidene)-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol (106.7 mg, 0.285 mmol) in water (4 ml) and acetonitrile (1 ml). To this was added potassium carbonate (82.7 mg, 0.599 mmol) and 4-(4-Chloro-phenylamino)-piperidine-4-carbonitrile (84.0 mg, 0.356 mmol). The reaction was heated to 50° C. and stirred overnight. The next day the reaction was allowed to cool to room temperature and diluted with ethyl acetate and water. The organic layer was washed twice with water, dried over magnesium sulfate, and concentrated under reduced pressure. The crude residue was purified by reverse phase HPLC to give the title compound (11.5 mg, 8% yield, 88% pure by LC/MS).

Aufarbeitung

  1. customThe title compound was prepared
  2. temperatureto cool to room temperature
  3. washThe organic layer was washed twice with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude residue was purified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5f3dc4118ae34eae842f435b731c5060
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058287B2

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