Methyl iodide → methyl 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylate

HRID 511836Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 511836
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:12]([O:14][CH3:15])=[O:13])=[N:8][NH:9]2)=[CH:5][CH:4]=1.[C:18](=O)([O-])[O-].[K+].[K+].IC>C(#N)C>[CH3:18][N:9]1[C:10]2[C:6](=[CH:5][CH:4]=[C:3]([C:2]([F:1])([F:16])[F:17])[CH:11]=2)[C:7]([C:12]([O:14][CH3:15])=[O:13])=[N:8]1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 53408454Methyl 6-(trifluoromethyl)-1H-indazole-3-carboxylate

Produkt 1

HCID 67291403methyl 1-methyl-6-(trifluoromethyl)-1H-indazole-3-carboxylateAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To an acetonitrile (5 ml) solution of methyl 6-(trifluoromethyl)-1H-indazole-3-carboxylate (300 mg, 1.2 mmol) were added potassium carbonate (1.0 g, 7.4 mmol) and iodomethane (350 mg, 2.5 mmol) at room temperature respectively. The mixture was stirred at room temperature for 4 hours. The solid was removed by filtration and washed with acetonitrile. The filtrate was concentrated in vacuo. After being filtered off, the filtrate was concentrated under reduced pressure, the residue was applied to a silica gel chromatography column and eluted with a hexane/ethyl acetate=4/1 to furnish 239 mg (75% yield, major product) of the title as a white solid;

Aufarbeitung

  1. customThe solid was removed by filtration
  2. washwashed with acetonitrile
  3. concentrationThe filtrate was concentrated in vacuo
  4. filtrationAfter being filtered off
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. washeluted with a hexane/ethyl acetate=4/1
  7. customto furnish 239 mg (75% yield, major product) of the title as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-36f0a09e9c9e4e4ebee205de62538e82
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09101616B2

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