Water → 4-(7-(Butyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-yl)-1-butanol

HRID 890182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 890182
[H-].C([Al+]CC(C)C)C(C)C.[CH2:11]([C:15]1[N:20]2[N:21]=[C:22]([CH3:33])[C:23]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=3[CH3:32])=[C:19]2[N:18]=[C:17]([CH3:34])[C:16]=1[CH2:35][CH2:36][CH2:37][C:38](OCC)=[O:39])[CH2:12][CH2:13][CH3:14].C(OCC)(=O)C.O>CCCCCC.O1CCCC1>[CH2:11]([C:15]1[N:20]2[N:21]=[C:22]([CH3:33])[C:23]([C:24]3[C:25]([CH3:32])=[CH:26][C:27]([CH3:31])=[CH:28][C:29]=3[CH3:30])=[C:19]2[N:18]=[C:17]([CH3:34])[C:16]=1[CH2:35][CH2:36][CH2:37][CH2:38][OH:39])[CH2:12][CH2:13][CH3:14]

Komponenten

7

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 21225700DiisobutylaluminumhydrideHCID 22249666Ethyl 4-(7-(butyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)butanoate

Produkt 1

HCID 222495124-(7-(Butyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-yl)-1-butanolAusbeute 114,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

A 1.0M solution of diisobutylaluminium hydride in hexane was added dropwise into a solution of ethyl 4-(7-(butyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)butanoate (320 mg, 0.71 mmol) in tetrahydrofuran (10 mL) under nitrogen stream, followed by stirring for 30 minutes. After Celite was added, the mixture was treated by adding ethyl acetate and water dropwise, and the insoluble matters were filtered off. The solution was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated, to give the title compound (320 mg) as a brown oil.

Aufarbeitung

  1. additionAfter Celite was added
  2. additionthe mixture was treated
  3. filtrationthe insoluble matters were filtered off
  4. extractionThe solution was extracted with ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7f5a654f3a3b4ff187a542ec50241fc5
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995163B2

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