Reaktion #156589

ord-bfb5cb4e6bee41f1981849247ce6bbfc

Reaktionsgleichung

O=[N+]([O-])c1ccc(F)c(Cl)c1
2-chloro-1-fluoro-4-nitrobenzene
CN(C)C1CCNC1
dimethylpyrrolidin-3-ylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C1CCN(c2ccc([N+](=O)[O-])cc2Cl)C1
[1-(2-Chloro-4-nitrophenyl)pyrrolidin-3-yl]dimethylamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction mixture was partitioned between water and ethyl acetate
  2. 2
    ExtraktionThe organic phase was extracted with hydrochloric acid (2 M)
  3. 3
    ExtraktionExtraction with ethyl acetate
  4. 4
    Sonstigeafforded an organic phase which
  5. 5
    Sonstigewas dried
  6. 6
    Einengenconcentrated
  7. 7
    SonstigeThe product with the molecular weight of 269.73 (C12H16ClN3O2) was obtained in this way

Vorschrift

A mixture of 2-chloro-1-fluoro-4-nitrobenzene (4.79 g), dimethylpyrrolidin-3-ylamine (2.60 g), potassium carbonate (3.82 g) and DMF (35 mL) was stirred at room temperature for 4 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic phase was extracted with hydrochloric acid (2 M), and the extract was basified with sodium hydroxide solution (2M). Extraction with ethyl acetate afforded an organic phase which was dried and concentrated. The product with the molecular weight of 269.73 (C12H16ClN3O2) was obtained in this way; MS (ESI): 270 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822495B2uspto-grants-2014_09