N-(3-Aminophenyl)-1-phenylmethanesulfonamide → 1-phenyl-N-(3-((5-(4-(trifluoromethyl)phenyl)oxazol-2-yl)amino)phenyl)methane sulfonamide

HRID 1035817

Reaktionsgleichung

Reaktionsgleichung von HRID 1035817
Cl[C:2]1[O:3][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)=[CH:5][N:6]=1.[NH2:17][C:18]1[CH:19]=[C:20]([NH:24][S:25]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)(=[O:27])=[O:26])[CH:21]=[CH:22][CH:23]=1>CC(O)C>[C:29]1([CH2:28][S:25]([NH:24][C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([NH:17][C:2]3[O:3][C:4]([C:7]4[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=4)=[CH:5][N:6]=3)[CH:19]=2)(=[O:26])=[O:27])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Komponenten

4

Edukt 2

HCID 16772451N-(3-Aminophenyl)-1-phenylmethanesulfonamideHCID 710603952-Chloro-5-(4-(trifluoromethyl)phenyl)oxazole

Produkt 1

HCID 710604661-phenyl-N-(3-((5-(4-(trifluoromethyl)phenyl)oxazol-2-yl)amino)phenyl)methane sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-chloro-5-(4-(trifluoromethyl)phenyl)oxazole 31 (0.651 g, 2.63 mmol) and N-(3-aminophenyl)-1-phenylmethanesulfonamide 26 (0.69 g, 2.63 mmol) in 2-propanol (50 mL) was heated to 80° C. for 18 h with stirring. Upon cooling, solvent was evaporated and silica column purified (Biotage) (Acetone/hexane as an eluent) to provide 1-phenyl-N-(3-((5-(4-(trifluoromethyl)phenyl)oxazol-2-yl)amino)phenyl)methane sulfonamide. 34 (0.407 g, 33% yield) as a solid. MS (ES) m/z 474 (M+H+).

Aufarbeitung

  1. temperatureUpon cooling
  2. customsolvent was evaporated
  3. customsilica column purified (Biotage) (Acetone/hexane as an eluent)

Quellen und Nachweise

ORD-Eintrag
ord-8e5a507900fb41229b8b1588739f743a
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546400B2

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