Cesium carbonate → [5-(5-Nitropyridin-2-yl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl](2-trifluoromethylphenyl)methanone

HRID 1186777Notizen

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Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.FC(F)(F)C(O)=O.[CH2:18]1[C:22]2[CH2:23][NH:24][CH2:25][C:21]=2[CH2:20][N:19]1[C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[C:34]([F:37])([F:36])[F:35])=[O:27].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:24]2[CH2:25][C:21]3[CH2:20][N:19]([C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:34]([F:35])([F:37])[F:36])=[O:27])[CH2:18][C:22]=3[CH2:23]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 783082-Chloro-5-nitropyridineHCID 86661599(3,4,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate

Produkt 1

HCID 58075196[5-(5-Nitropyridin-2-yl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl](2-trifluoromethylphenyl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Chloro-5-nitropyridine (510 mg, 3.22 mmol), (3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate (1.046 g, 2.64 mmol) and cesium carbonate (1.72 g, 5.28 mmol) were stirred in 20 ml of DMF at 80° C. for 5 h. After concentrating under reduced pressure, ethyl acetate and water were added, and the precipitated solid was filtered off with suction. The organic phase was removed and concentrated. The two precipitates were combined. Yield: 845 mg (79%), M+H+: 405.04.

Aufarbeitung

  1. concentrationAfter concentrating under reduced pressure, ethyl acetate and water
  2. additionwere added
  3. filtrationthe precipitated solid was filtered off with suction
  4. customThe organic phase was removed
  5. concentrationconcentrated
  6. customThe two precipitates

Quellen und Nachweise

ORD-Eintrag
ord-6656bd71c05945a1a0a387ab144a7caf
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673917B2

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