Iodine → HCID 178506076, Verbindung

HRID 246657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 246657
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[N:8][NH:9]2)=[CH:5][CH:4]=1.[OH-].[K+].[I:16]I.C(OCC)(=O)C>CN(C=O)C>[I:16][C:7]1[C:6]2[C:10](=[CH:11][C:3]([C:2]([F:1])([F:12])[F:13])=[CH:4][CH:5]=2)[NH:9][N:8]=1

Komponenten

6

Edukt 4

HCID 807IodineHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 214555996-(trifluoromethyl)-1H-indazole

Produkt 1

HCID 178506076HCID 178506076, VerbindungAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 6-(trifluoromethyl)-1H-indazole (0.5 g, 2.69 mmol), KOH (0.45 g, 8.1 mmol) and I2 (1.37 g, 5.38 mmol) in dry DMF (20 mL) was stirred for 16 hours at room temperature. Ethyl acetate (100 mL) was added and the mixture was washed with water (3×10 mL) and brine (2×10 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was then washed with ether (2 mL) and filtered to afford 3-iodo-6-(trifluoromethyl)-1H-indazole (688 mg, crude) as a yellow solid. LCMS: (M+H)+=313.

Aufarbeitung

  1. washthe mixture was washed with water (3×10 mL) and brine (2×10 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe residue was then washed with ether (2 mL)
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-cd327757b8ee494fabab218089ea018b
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658646B2

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