Potassium Carbonate → HCID 18447087, Verbindung

HRID 1269830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1269830
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([O:7][C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][N:12]=[CH:11]3)[CH2:2]1.I[CH2:18][CH2:19][OH:20].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH:13]1[C:14]2[C:10](=[CH:9][C:8]([O:7][CH:3]3[CH2:4][CH2:5][CH2:6][N:1]([CH2:18][CH2:19][OH:20])[CH2:2]3)=[CH:16][CH:15]=2)[CH:11]=[N:12]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 12225IodoethanolHCID 229334705-[(Piperidin-3-yl)oxy]-1H-indazole

Produkt 1

HCID 18447087HCID 18447087, VerbindungAusbeute 32,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of the 5-(piperidin-3-yloxy)-1H-indazole (43 mg, 0.20 mmol) obtained in Example 377, 2-iodoethanol (84 mg, 0.49 mmol), potassium carbonate (70 mg, 0.50 mmol) and N,N-dimethylformamide (1 ml) was stirred at room temperature for 24 hours. The precipitate was removed by filtration and the solvent was distilled off as an azeotrope with toluene. The residue oil was purified by a silica gel column chromatography (eluent: ethyl acetate/triethylamine/ethanol=20/1/1) to obtain 2-[3-(1H-indazol-5-yloxy)piperidin-1-yl]ethanol (17 mg, 32%).

Aufarbeitung

  1. customThe precipitate was removed by filtration
  2. distillationthe solvent was distilled off as an azeotrope with toluene
  3. customThe residue oil was purified by a silica gel column chromatography (eluent: ethyl acetate/triethylamine/ethanol=20/1/1)

Quellen und Nachweise

ORD-Eintrag
ord-81101633bea04796bf77b730117a6211
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199147B2

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