Water → 8-(1-Ethylpropyl)-3-iodo-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

HRID 890173Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 890173
[I:1]N1C(=O)CCC1=O.[CH2:9]([CH:11]([N:14]1[C:22]2[N:21]3[N:23]=[C:24]([CH3:26])[CH:25]=[C:20]3[N:19]=[C:18]([CH3:27])[C:17]=2[CH2:16][CH2:15]1)[CH2:12][CH3:13])[CH3:10].O>CN(C)C=O.C(OCC)(=O)C>[CH2:9]([CH:11]([N:14]1[C:22]2[N:21]3[N:23]=[C:24]([CH3:26])[C:25]([I:1])=[C:20]3[N:19]=[C:18]([CH3:27])[C:17]=2[CH2:16][CH2:15]1)[CH2:12][CH3:13])[CH3:10]

Komponenten

6

Edukt 3

HCID 962WaterHCID 120273N-IodosuccinimideHCID 222495958-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

Produkt 1

HCID 222497608-(1-Ethylpropyl)-3-iodo-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidineAusbeute 75,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

N-Iodosuccinimide (3.5 g, 15 mmol) was added to a solution of 8-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (3.7 g 15 mmol) in N,N-dimethylformamide (40 mL) at room temperature, followed by stirring for one hour. Hypo water was added, and the mixture was diluted with ethyl acetate, washed with an aqueous saturated solution of ammonium chloride and brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatgraphy (20-40% ethyl acetate/hexane), to give the title compound (4.37 g) as white crystals.

Aufarbeitung

  1. washwashed with an aqueous saturated solution of ammonium chloride and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by silica gel column chromatgraphy (20-40% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-a832aacdcac14d74b27d53de4a97c020
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995163B2

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