Trifluoroacetic acid → 2-{1-[4-(4-Chloro-phenyl)-6-trifluoromethyl-pyridin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonic acid amide

HRID 1989458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1989458
C([NH:5][S:6]([C:9]1[S:13][C:12]([C:14]2[N:15]=[CH:16][N:17]([C:19]3N=[C:23]([C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=4)[CH:22]=[C:21]([C:32]([F:35])([F:34])[F:33])[N:20]=3)[CH:18]=2)=[N:11][CH:10]=1)(=[O:8])=[O:7])(C)(C)C.[C:36](O)(C(F)(F)F)=O>ClCCl>[Cl:31][C:28]1[CH:29]=[CH:30][C:25]([C:23]2[CH:22]=[C:21]([C:32]([F:34])([F:33])[F:35])[N:20]=[C:19]([N:17]3[CH:18]=[C:14]([C:12]4[S:13][C:9]([S:6]([NH2:5])(=[O:7])=[O:8])=[CH:10][N:11]=4)[N:15]=[CH:16]3)[CH:36]=2)=[CH:26][CH:27]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 57468927N-tert-butyl-2-{1-[4-(4-chloro-phenyl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonamide

Produkt 1

HCID 686953552-{1-[4-(4-Chloro-phenyl)-6-trifluoromethyl-pyridin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonic acid amideAusbeute 14 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a cooled and stirred solution of N-tert-butyl-2-{1-[4-(4-chloro-phenyl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiazole-5-sulfonamide (0.088 g) in dichloromethane (3 mL) was added TFA (3 mL) and the reaction mixture was allowed to stir at room temperature for 15 h. The mixture was evaporated to dryness and purified by flash-chromatography on silica gel (ethyl acetate/hexane) and crystallization (THF/hexane) to yielded the title compound as a light brown solid (0.03 g, 14%). MS (ISN) 485.2 [(M−H)−]; mp 263° C.

Aufarbeitung

  1. temperatureTo a cooled
  2. customThe mixture was evaporated to dryness
  3. custompurified by flash-chromatography on silica gel (ethyl acetate/hexane) and crystallization (THF/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-7da7427a843a4521b3e585d29288543c
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07642264B2

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