Hydrochloric Acid → HCID 178436790, Verbindung

HRID 1880715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1880715
[F:1][C:2]([F:15])([F:14])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]([NH2:13])=O)[CH:6]=1)[CH3:4].[C:16](N1C=CN=C1)(N1C=CN=C1)=[O:17].[N:28]12CCCN=C1CCCCC2.Cl.[OH2:40]>O1CCCC1>[F:1][C:2]([F:15])([F:14])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]2[NH:28][O:40][C:16](=[O:17])[N:13]=2)[CH:6]=1)[CH3:4]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 866473394-(2,2,2-Trifluoro-1-methyl-ethyl)pyridine-2-carboxamide

Produkt 1

HCID 178436790HCID 178436790, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 6 ml of tetrahydrofuran were added 0.78 g of 4-(2,2,2-trifluoro-1-methyl-ethyl)pyridine-2-carboxamide=oxime and 0.81 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours. Thereafter, 0.76 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added at 0° C., and the mixture was stirred at room temperature for 7 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 combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.7 g of 3-[4-(2,2,2-trifluoro-1-methyl-ethyl)pyridin-2-yl]-1,2,4-oxadiazol-5-one (present compound (66)).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 7 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-0708f67e7b1f4216b76484f4778a8639
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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