Hydroxybenzenesulfonic acid → N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide benzenesulfonate

HRID 1667971

Reaktionsgleichung

Reaktionsgleichung von HRID 1667971
[CH:1]1([C:4]([NH:6][C:7]2[N:8]=[C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]4[CH:17]=[CH:18][C:19]([F:32])=[C:20]([NH:22][C:23]([C:25]5[N:29]([CH3:30])[N:28]=[C:27]([CH3:31])[CH:26]=5)=[O:24])[CH:21]=4)=[N:11][N:10]3[CH:33]=2)=[O:5])[CH2:3][CH2:2]1.O.[C:35]1([S:41]([OH:44])(=[O:43])=[O:42])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>C(O)C>[C:35]1([S:41]([OH:44])(=[O:43])=[O:42])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.[CH:1]1([C:4]([NH:6][C:7]2[N:8]=[C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]4[CH:17]=[CH:18][C:19]([F:32])=[C:20]([NH:22][C:23]([C:25]5[N:29]([CH3:30])[N:28]=[C:27]([CH3:31])[CH:26]=5)=[O:24])[CH:21]=4)=[N:11][N:10]3[CH:33]=2)=[O:5])[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 15619088Hydroxybenzenesulfonic acidHCID 24767979N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Produkt 1

HCID 86630646N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide benzenesulfonateAusbeute 86,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide (1.00 g, 2.23 mmol) was added ethanol (50 mL), and the mixture was stirred at 80° C. for 20 min. Benzenesulfonic acid monohydrate (0.41 g, 2.33 mmol) was added to the mixture, and the mixture was further stirred for 10 min. Insoluble material was removed by filtration, and the mixture was naturally cooled to room temperature. The mixture was stood at room temperature for 16 hr, and the precipitated crystals were collected by filtration and washed with ethanol. The precipitated crystals were dried under reduced pressure at 80° C. for 6 hr to give the title compound (1.17 g, 86%) as white crystals.

Aufarbeitung

  1. stirringthe mixture was further stirred for 10 min
  2. customInsoluble material was removed by filtration
  3. temperaturethe mixture was naturally cooled to room temperature
  4. waitThe mixture was stood at room temperature for 16 hr
  5. filtrationthe precipitated crystals were collected by filtration
  6. washwashed with ethanol
  7. customThe precipitated crystals were dried under reduced pressure at 80° C. for 6 hr

Quellen und Nachweise

ORD-Eintrag
ord-4294724560484111a827ec4253341a39
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044049B2

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