4-(2-Methylbutan-2-yl)benzene-1-sulfonyl chloride → n-(4-Chloro-2-[1,2,3]triazolo[4,5-b]pyridin-1-yl-phenyl)-4-(1,1-dimethyl-propyl)-benzenesulfonamide

HRID 218193

Reaktionsgleichung

Reaktionsgleichung von HRID 218193
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([N:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[N:10]2)[CH:3]=1.[CH3:18][C:19]([C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1)([CH3:22])[CH2:20][CH3:21]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:29]([C:26]2[CH:27]=[CH:28][C:23]([C:19]([CH3:18])([CH3:22])[CH2:20][CH3:21])=[CH:24][CH:25]=2)(=[O:31])=[O:30])=[C:4]([N:9]2[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[N:10]2)[CH:3]=1

Komponenten

4

Edukt 2

HCID 222819764-(2-Methylbutan-2-yl)benzene-1-sulfonyl chlorideHCID 594281144-Chloro-2-[1,2,3]triazolo[4,5-b]pyridin-1-yl-phenylamine

Produkt 1

HCID 25135042n-(4-Chloro-2-[1,2,3]triazolo[4,5-b]pyridin-1-yl-phenyl)-4-(1,1-dimethyl-propyl)-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A 4 mL scintillation vial was charged with 4-chloro-2-[1,2,3]triazolo[4,5-b]pyridin-1-yl-phenylamine (100 mg, 0.363 mmol), 4-(1,1-dimethyl-propyl)-benzenesulfonyl chloride (98 g, 0.399 mmol), and pyridine (1 mL). The resultant solution was stirred 4 hours at 80° C. and then partitioned with EtOAc/1 M HCl. The organics were subsequently washed with 1 M HCl, saturated aqueous sodium bicarbonate, and brine; dried over anhydrous sodium sulfate; and removed in vacuo. The resultant residue was then purified via automated silica gel chromatography to afford the desired sulfonamide: MS (ES) M+H expected 456.2, found 456.3.

Aufarbeitung

  1. custompartitioned with EtOAc/1 M HCl
  2. washThe organics were subsequently washed with 1 M HCl, saturated aqueous sodium bicarbonate, and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customand removed in vacuo
  5. customThe resultant residue was then purified

Quellen und Nachweise

ORD-Eintrag
ord-a83af6d1e2e74e81bf23e27f5cc6524f
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198309B2

Verknüpfte Notizen

Wird geladen…