TBAF tetrahydrofuran → (6-(Thiazol-2-ylamino)pyridin-2-yl)methanol

HRID 1725469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1725469
[Si]([O:8][CH2:9][C:10]1[N:15]=[C:14]([NH:16][C:17]2[S:18][CH:19]=[CH:20][N:21]=2)[CH:13]=[CH:12][CH:11]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>O1CCCC1.C(OCC)(=O)C>[S:18]1[CH:19]=[CH:20][N:21]=[C:17]1[NH:16][C:14]1[N:15]=[C:10]([CH2:9][OH:8])[CH:11]=[CH:12][CH:13]=1

Komponenten

5

Edukt 2

HCID 11078149TBAF tetrahydrofuranHCID 57562580HCID 57562580, Verbindung

Produkt 1

HCID 57562655(6-(Thiazol-2-ylamino)pyridin-2-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

6.48g of 6-(((tert-butyl(dimethyl)silyl)oxy)methyl)-N-thiazol-2-ylpyridin-2-amine was dissolved in 100 ml of tetrahydrofuran. Under cooling with ice, a tetrabutylammonium fluoride-tetrahydrofuran solution (1.0 M, 20.2 ml) was added followed by stirring at room temperature for 1 hour. The reaction solution was diluted with ethyl acetate and then washed with phosphate buffer (pH 6.8). The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated to give the title compound.

Aufarbeitung

  1. temperatureUnder cooling with ice
  2. washwashed with phosphate buffer (pH 6.8)
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-528ee22ff48840e2a15013be0df38618
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07491720B2

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