2,2-Dimethylbutyryl chloride → 4-(2,2-Dimethylbutanoyl)-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one

HRID 1880677

Reaktionsgleichung

Reaktionsgleichung von HRID 1880677
N12CCCN=C1CCCCC2.[F:12][C:13]([F:27])([F:26])[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([C:20]2[NH:21][O:22][C:23](=[O:25])[N:24]=2)[CH:15]=1.[CH3:28][C:29]([CH3:35])([CH2:33][CH3:34])[C:30](Cl)=[O:31]>N1C=CC=CC=1>[CH3:28][C:29]([CH3:35])([CH2:33][CH3:34])[C:30]([N:24]1[C:23](=[O:25])[O:22][N:21]=[C:20]1[C:16]1[CH:15]=[C:14]([C:13]([F:12])([F:26])[F:27])[CH:19]=[CH:18][N:17]=1)=[O:31]

Komponenten

5

Edukt 3

HCID 799582,2-Dimethylbutyryl chlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178517507HCID 178517507, Verbindung

Produkt 1

HCID 595703884-(2,2-Dimethylbutanoyl)-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-oneAusbeute 56,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To 1 ml of pyridine were added 0.3 g of 1,8-diazabicyclo[5,4,0]undec-7-ene, and 0.3 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one, and 0.26 g of 2,2-dimethylbutanoyl chloride was added at room temperature. After stirring for 3 hours, the resultant solution was concentrated, and the residue was subjected to silica gel column chromatography to obtain 0.24 g of 4-(2,2-dimethylbutanoyl)-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (11)).

Aufarbeitung

  1. additionwas added at room temperature
  2. concentrationthe resultant solution was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6cb5c8e620264fd4933e8c95e2a4c590
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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