Potassium Carbonate → Ethyl 3-[1-(4-fluoro-2-nitrophenyl)-1H-imidazol-2-yl]-propanoate

HRID 72769

Reaktionsgleichung

Reaktionsgleichung von HRID 72769
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH:12]1[CH:16]=[CH:15][N:14]=[C:13]1[CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20].C(=O)([O-])[O-].[K+].[K+].CN(C)C(=O)C>C(OCC)(=O)C>[F:8][C:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH:16]=[CH:15][N:14]=[C:13]2[CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 677672,5-DifluoronitrobenzeneHCID 22259341Ethyl 3-(1H-imidazol-2-YL)propanoate

Produkt 1

HCID 59198877Ethyl 3-[1-(4-fluoro-2-nitrophenyl)-1H-imidazol-2-yl]-propanoateAusbeute 47,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

1,4-Difluoro-2-nitrobenzene 239 mg, ethyl 3-(1H-imidazol-2-yl)propanoate 252 mg, potassium carbonate 415 mg and N,N-dimethylacetamide 10 mL were heated at 100° C. for 64 hours. The reaction liquid was diluted with ethyl acetate and filtered. The filtrate was condensed under reduced pressure and subjected to silica gel chromatography (ethyl acetate) to provide 220 mg of the title compound.

Aufarbeitung

  1. customThe reaction liquid
  2. filtrationfiltered
  3. customcondensed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c19c4eac2dda416aa93ff52de31f7662
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829000B2

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