Potassium Carbonate → 4-(tert-butyl)-N-[3-(2-hydroxyethoxy)-1-methyl-4-phenyl-1H-pyrazol-5-yl]-N-[(2-methoxyethoxy)methyl]benzenesulfonamide

HRID 1062787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1062787
C([O:4][CH2:5][CH2:6][O:7][C:8]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:11]([N:19]([S:26]([C:29]2[CH:34]=[CH:33][C:32]([C:35]([CH3:38])([CH3:37])[CH3:36])=[CH:31][CH:30]=2)(=[O:28])=[O:27])[CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25])[N:10]([CH3:39])[N:9]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.O>[C:35]([C:32]1[CH:33]=[CH:34][C:29]([S:26]([N:19]([C:11]2[N:10]([CH3:39])[N:9]=[C:8]([O:7][CH2:6][CH2:5][OH:4])[C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25])(=[O:28])=[O:27])=[CH:30][CH:31]=1)([CH3:38])([CH3:36])[CH3:37]

Komponenten

5

Edukt 2

HCID 11430Potassium CarbonateHCID 222820392-[(5-{{[4-(tert-butyl)phenyl]sulfonyl}[(2-methoxyethoxy)methyl]amino}-1-methyl-4-phenyl-1H-pyrazol-3-yl)oxy]ethyl acetate

Produkt 1

HCID 222820064-(tert-butyl)-N-[3-(2-hydroxyethoxy)-1-methyl-4-phenyl-1H-pyrazol-5-yl]-N-[(2-methoxyethoxy)methyl]benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To 2-[(5-{{[4-(tert-butyl)phenyl]sulfonyl}[(2-methoxyethoxy)methyl]amino}-1-methyl-4-phenyl-1H-pyrazol-3-yl)oxy]ethyl acetate (Preparation 16) (1.112 g) in solution in methanol (100 ml) was added a solution of potassium carbonate (890 mg) in water (25 ml), at room temperature. The reaction was stirred at room temperature for 1.5 hours, and then overnight. The reaction was stripped down and the residue partitioned between dichloromethane (20 ml) and water (20 ml). The aqueous layer was extracted with dichloromethane (10 ml). The organics were combined and back-washed with brine (10 ml). The solution was dried on magnesium sulfate, filtered and concentrated under reduced pressure to yield the desired product as an off white solid (528 mg)

Aufarbeitung

  1. customat room temperature
  2. customovernight
  3. customthe residue partitioned between dichloromethane (20 ml) and water (20 ml)
  4. extractionThe aqueous layer was extracted with dichloromethane (10 ml)
  5. washback-washed with brine (10 ml)
  6. customThe solution was dried on magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1b70ceb665f141d99c5deadeea6ba89b
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06962923B2

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