Potassium Carbonate → HCID 22281971, Verbindung

HRID 1368661Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1368661
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([OH:8])[C:3]=1[C:9]1[CH:17]=[CH:16][C:12]2[O:13][CH2:14][O:15][C:11]=2[CH:10]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:25][CH:26]1[CH2:28][CH2:27]1>CN(C)C=O>[O:13]1[C:12]2[CH:16]=[CH:17][C:9]([C:3]3[C:4]([O:8][CH2:25][CH:26]4[CH2:28][CH2:27]4)=[N:5][N:6]([CH3:7])[C:2]=3[NH2:1])=[CH:10][C:11]=2[O:15][CH2:14]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 178481945HCID 178481945, Verbindung

Produkt 1

HCID 22281971HCID 22281971, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 5-amino-4-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-3-ol (500 mg) (Preparation 46) in anhydrous dimethylformamide (21 ml) under an atmosphere of nitrogen at room temperature was added solid potassium carbonate (980 mg) and bromomethylcyclopropane (230 μl). The mixture was stirred overnight then quenched by the addition of water (100 ml) and a saturated aqueous solution of ammonium chloride (50 ml). The solution was extracted with ethyl acetate (3×40 ml). The organic fraction was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica, 30 g) eluted with hexane:ethyl acetate (1:2) to yield the title compound as a colourless oil (365 mg).

Aufarbeitung

  1. customthen quenched by the addition of water (100 ml)
  2. extractionThe solution was extracted with ethyl acetate (3×40 ml)
  3. dry with materialThe organic fraction was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography (silica, 30 g)
  6. washeluted with hexane:ethyl acetate (1:2)

Quellen und Nachweise

ORD-Eintrag
ord-fb4c9adf15fd43cfa5c4338849e1a701
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06573270B1

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