Reaktion #2507873

Reaktionsgleichung

1-(pentan-3-yl)-6-((trimethylsilyl)ethynyl)-1H-imidazo[4,5-b]pyrazin-2-ol

KF

→

title compound

Ausbeute 37.0%

6-ethynyl-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyrazin-2-ol

Ausbeute 37.0%

Lösungsmittel

MeOH THF H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenUpon complete conversion by LCMS, the solution was concentrated in vacuo
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   Waschenwashed with NH4Cl solution
4. 4
   Trocknendried over Na2SO4
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigePurification over silica gel (Biotage MPLC 10-80% EtOAc/Hexanes)
7. 7
   Sonstigegave a brown solid, which
8. 8
   Waschenwas washed with 15% EtOAc/hexanes

Vorschrift

A mixture of 1-(pentan-3-yl)-6-((trimethylsilyl)ethynyl)-1H-imidazo[4,5-b]pyrazin-2-ol (3.2 g, 10.6 mmol), KF (1.6 g, 27.5 mmol) in MeOH/THF/H2O (50 mL, 2/2/1) was stirred at room temperature. Upon complete conversion by LCMS, the solution was concentrated in vacuo, diluted with EtOAc, washed with NH4Cl solution, dried over Na2SO4, and concentrated in vacuo. Purification over silica gel (Biotage MPLC 10-80% EtOAc/Hexanes) gave a brown solid, which was washed with 15% EtOAc/hexanes to give product the title compound as a white solid (0.9 g, 37%).

Quelle