HCID 22292777, Verbindung → HCID 22292795, Verbindung

HRID 221259Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 221259
[F:1][C:2]([F:21])([F:20])[C:3]([N:5]1[CH2:11][CH:10]([CH3:12])[C:9]2[CH:13]=[C:14](Br)[C:15]([O:17][CH3:18])=[CH:16][C:8]=2[CH2:7][CH2:6]1)=[O:4].[C:22]([Cu])#[N:23]>CN(C)C=O.O>[F:1][C:2]([F:21])([F:20])[C:3]([N:5]1[CH2:11][CH:10]([CH3:12])[C:9]2[CH:13]=[C:14]([C:22]#[N:23])[C:15]([O:17][CH3:18])=[CH:16][C:8]=2[CH2:7][CH2:6]1)=[O:4]

Komponenten

5

Edukt 2

HCID 22292777HCID 22292777, VerbindungHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 22292795HCID 22292795, VerbindungAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of N-trifluoroacetyl-8-bromo-7-methoxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine (18 mg, 0.05 mmol) in dimethylformamide (1 mL) was treated with CuCN (20 mg, 0.24 mmol) and the mixture was microwaved at 200 C for 0.5 hours. The product mixture was diluted with water (5 mL), extracted twice with EtOAc (5 mL), the combined organic phases were washed with brine (5 mL), dried with Na2SO4 and concentrated. Flash chromatography (35% EtOAc in hexane, silica) resulted in 10 mg of a clear oil. MS calculated for C15H15F3N2O2+H: 313, observed: 313.

Aufarbeitung

  1. customthe mixture was microwaved at 200 C for 0.5 hours
  2. extractionextracted twice with EtOAc (5 mL)
  3. washthe combined organic phases were washed with brine (5 mL)
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f6619576c2994d758fd5d31a9627d533
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207158B2

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