2-Morpholinoethylamine → 5-Bromo-2-(2-morpholinoethylamino)benzonitrile

HRID 380005

Reaktionsgleichung

Reaktionsgleichung von HRID 380005
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:9]=1)[C:7]#[N:8].[NH2:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.C(=O)([O-])O.[Na+]>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[C:6]([CH:9]=1)[C:7]#[N:8]

Komponenten

5

Edukt 3

HCID 4082852-MorpholinoethylamineHCID 516892Sodium BicarbonateHCID 27249005-Bromo-2-fluorobenzonitrile

Produkt 1

HCID 183676075-Bromo-2-(2-morpholinoethylamino)benzonitrileAusbeute 49,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

5-Bromo-2-fluorobenzonitrile (1.0 g) and 4-(2-aminoethyl)morpholine (0.65 g) were mixed together in acetonitrile (5 ml) at 70° C. for 4 hours, cooled and poured into a solution of aqueous sodium hydrogen carbonate and was extracted into ethyl acetate, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by chromatography on silica gel eluting with 2.5% methanol in dichloromethane containing 1% triethylamine to afford the sub-titled compound as an oil (0.77 g).

Aufarbeitung

  1. temperaturecooled
  2. extractionwas extracted into ethyl acetate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel eluting with 2.5% methanol in dichloromethane containing 1% triethylamine

Quellen und Nachweise

ORD-Eintrag
ord-f6d5697cacfc4db68e33d05faa7f6052
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06300352B1

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