Potassium Carbonate → methyl 5-(3,5-bistrifluoromethylpyrazol-1-ylmethyl)-2-(3-chloropyridin-2-yl)-2H-pyrazole-3-carboxylate

HRID 421549Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 421549
[Cl:1][C:2]1[C:3]([N:8]2[C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][C:10]([CH2:17]OS(C)(=O)=O)=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[F:29][C:30]([F:41])([F:40])[C:31]1[CH:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[NH:33][N:32]=1>C(#N)C>[F:39][C:36]([F:37])([F:38])[C:34]1[CH:35]=[C:31]([C:30]([F:29])([F:40])[F:41])[N:32]([CH2:17][C:10]2[CH:11]=[C:12]([C:13]([O:15][CH3:16])=[O:14])[N:8]([C:3]3[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=3)[N:9]=2)[N:33]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 5189913,5-Bis(trifluoromethyl)pyrazoleHCID 58320697Methyl 1-(3-chloropyridin-2-yl)-3-{[(methylsulfonyl)oxy]methyl}-1H-pyrazole-5-carboxylate

Produkt 1

HCID 86638528methyl 5-(3,5-bistrifluoromethylpyrazol-1-ylmethyl)-2-(3-chloropyridin-2-yl)-2H-pyrazole-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of 700 mg (2.03 mmol) of methyl 2-(3-chloropyridin-2-yl)-5-methane-sulphonyloxymethyl-2H-pyrazole-3-carboxylate in 15 ml of acetonitrile is admixed in succession with 336 mg (2.43 mmol) of potassium carbonate and 413 mg (2.03 mmol) of 3,5-bis(trifluoromethyl)pyrazole and the mixture is subsequently stirred at 60° C. for 1 h. After the mixture has cooled to room temperature, the solvent is concentrated on a rotary evaporator, water is added and extraction is carried out with three times 50 ml of ethyl acetate. The combined organic phases are dried over magnesium sulphate and then the solvent is removed on a rotary evaporator.

Aufarbeitung

  1. temperatureAfter the mixture has cooled to room temperature
  2. concentrationthe solvent is concentrated on a rotary evaporator, water
  3. additionis added
  4. extractionextraction
  5. dry with materialThe combined organic phases are dried over magnesium sulphate
  6. customthe solvent is removed on a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-1ef0fe359245463ba40fdfd823310125
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101550B2

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