Trifluoroacetic acid → 2,6-difluoro-N-(4-(prop-1-en-2-yl)-5-(3-(trifluoromethyl)phenyl)thiazol-2-yl)benzamide

HRID 1255131Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1255131
[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)=[C:10]([C:12](O)([CH3:14])[CH3:13])[N:11]=1)=[O:5].C(O)(C(F)(F)F)=O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=2)=[C:10]([C:12]([CH3:14])=[CH2:13])[N:11]=1)=[O:5]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 247655782,6-Difluoro-N-(4-(2-hydroxypropan-2-yl)-5-(3-(trifluoromethyl)phenyl)thiazol-2-yl)benzamide

Produkt 1

HCID 247655792,6-difluoro-N-(4-(prop-1-en-2-yl)-5-(3-(trifluoromethyl)phenyl)thiazol-2-yl)benzamideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Into a solution of Compound 68 (22 mg, 0.05 mmol) in 5 mL of toluene was added dropwise of 0.2 mL of TFA. The mixture was heated to reflux for 30 minutes. After cooled down to room temperature, the reaction was concentrated. The residue was purified by column chromatography on silica gel (10-20% EtOAc in hexanes) to give Compound 68a (20 mg, 95%) as a white solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. concentrationthe reaction was concentrated
  4. customThe residue was purified by column chromatography on silica gel (10-20% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-c80198d2b8ca4d768c80c2c0f98cf101
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455658B2

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