Hydrochloric Acid → HCID 178517505, Verbindung

HRID 1880663Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1880663
[F:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=O)[CH:5]=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.[C:15](N1C=CN=C1)(N1C=CN=C1)=[O:16].[N:27]12CCCN=C1CCCCC2.Cl.[OH2:39]>O1CCCC1>[F:1][C:2]1[N:7]=[C:6]([C:8]2[NH:27][O:39][C:15](=[O:16])[N:10]=2)[CH:5]=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86647327HCID 86647327, Verbindung

Produkt 1

HCID 178517505HCID 178517505, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 5 ml of tetrahydrofuran were added 0.6 g of 6-fluoro-4-trifluoromethylpyridine-2-carboxamide=oxime and 0.61 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours and 30 minutes. Thereafter, 0.57 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added, and the mixture was stirred for 9 hours. To the reaction solution were added water and 10% HCl, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combinedmm, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.5 g of 3-(6-fluoro-4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (49)).

Aufarbeitung

  1. stirringthe mixture was stirred for 9 hours
  2. extractionthe 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-0ceb2f76703644adb05d0a392fe379b7
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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