Reaktion #41733

ord-9bac4797f8dc4d1cae695a5979e23f2d

Reaktionsgleichung

COc1ccc2oc(Cl)nc2c1
2-chloro-5-methoxybenzoxazole
Nc1ccc(Br)cc1
4-bromoaniline
CCN(C(C)C)C(C)C
diisopropylethylamine
COc1ccc2oc(Nc3ccc(Br)cc3)nc2c1
(4-bromophenyl)(5-methoxybenzoxazol-2-yl)amine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenThe resultant mixture was concentrated
  2. 2
    Sonstigepartitioned between ethyl acetate and water
  3. 3
    WaschenThe organic layer was washed with brine
  4. 4
    Sonstigedried
  5. 5
    SonstigePurification on silica gel

Vorschrift

The mixture containing 2-chloro-5-methoxybenzoxazole (1 eq), 4-bromoaniline (2 eq) and diisopropylethylamine was refluxed in dimethylformamide. The resultant mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was washed with brine and dried. Purification on silica gel gave (4-bromophenyl)(5-methoxybenzoxazol-2-yl)amine. MS: MH+=318

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728010B2uspto-grants-2010_06