Potassium Carbonate → [1-(2-Chloro-4-nitrophenyl)pyrrolidin-3-yl]dimethylamine

HRID 69407

Reaktionsgleichung

Reaktionsgleichung von HRID 69407
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.[CH3:12][N:13]([CH3:19])[CH:14]1[CH2:18][CH2:17][NH:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:16]1[CH2:17][CH2:18][CH:14]([N:13]([CH3:19])[CH3:12])[CH2:15]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 27585193-(Dimethylamino)pyrrolidine

Produkt 1

HCID 53440459[1-(2-Chloro-4-nitrophenyl)pyrrolidin-3-yl]dimethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

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+).

Aufarbeitung

  1. customThe reaction mixture was partitioned between water and ethyl acetate
  2. extractionThe organic phase was extracted with hydrochloric acid (2 M)
  3. extractionExtraction with ethyl acetate
  4. customafforded an organic phase which
  5. customwas dried
  6. concentrationconcentrated
  7. customThe product with the molecular weight of 269.73 (C12H16ClN3O2) was obtained in this way

Quellen und Nachweise

ORD-Eintrag
ord-bfb5cb4e6bee41f1981849247ce6bbfc
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822495B2

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