Water → HCID 67260840, Verbindung

HRID 2359043Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2359043
C([NH:8][C:9]1[N:14]=[C:13]([C:15]2[C:16]([C:23]3[S:24][C:25]([Cl:28])=[CH:26][CH:27]=3)=[N:17][N:18]([CH:20]([CH3:22])[CH3:21])[CH:19]=2)[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1.O.[OH-].[Na+]>S(=O)(=O)(O)O>[Cl:28][C:25]1[S:24][C:23]([C:16]2[C:15]([C:13]3[CH:12]=[CH:11][N:10]=[C:9]([NH2:8])[N:14]=3)=[CH:19][N:18]([CH:20]([CH3:22])[CH3:21])[N:17]=2)=[CH:27][CH:26]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67261084HCID 67261084, Verbindung

Produkt 1

HCID 67260840HCID 67260840, VerbindungAusbeute 55,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A mixture of N-benzyl-4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]pyrimidin-2-amine (1 eq, 3.1 mmol) in 11 mL sulfuric acid was stirred at room temperature overnight. Ice was added followed by water and a solution of NaOH 30% until pH=9. The aqueous layer was extracted with dichloromethane and the combined organic extracts were dried over MgSO4 filtered and concentrated to afford 0.55 g of 4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]pyrimidin-2-amine (50% yield).

Aufarbeitung

  1. additionIce was added
  2. extractionThe aqueous layer was extracted with dichloromethane
  3. dry with materialthe combined organic extracts were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-26f02fa6538a4d438475e6319514e3d6
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08685974B2

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