Water → HCID 178426042, Verbindung

HRID 1880668Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1880668
[O:1]1[CH2:5]CCC1.[CH3:6][C:7]1[N:12]=[C:11]([C:13]([NH2:15])=O)[CH:10]=[C:9]([C:16]([F:19])([F:18])[F:17])[CH:8]=1.C(N1C=CN=C1)([N:22]1C=CN=C1)=O.N12CCCN=C1CCCCC2.[OH2:43]>>[CH3:6][C:7]1[N:12]=[C:11]([C:13]2[NH:22][O:43][C:5](=[O:1])[N:15]=2)[CH:10]=[C:9]([C:16]([F:19])([F:18])[F:17])[CH:8]=1

Komponenten

6

Edukt 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 866473326-Methyl-4-trifluoromethylpyridine-2-carboxamide

Produkt 1

HCID 178426042HCID 178426042, Verbindung

Versuchsvorschrift

To 3 ml of tetrahydrofuran were added 0.74 g of 6-methyl-4-trifluoromethylpyridine-2-carboxamide=oxime and 0.41 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 1 hour and 30 minutes. Thereafter, 0.39 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added, and the mixture was stirred for 12 hours. To the reaction solution were added water and a 10% aqueous HCl solution, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.6 g of 3-(6-methyl-4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (54)).

Aufarbeitung

  1. stirringthe mixture was stirred for 12 hours
  2. extractiona 10% aqueous HCl solution, the resultant solution was extracted with ethyl acetate three times
  3. dry with materialdried with anhydrous magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d060f35d747a4d88b74e31ea397f088f
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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