Reaktion #1715285

Reaktionsgleichung

2-(4-(8-bromo-1-methyl-6-(triisopropylsilyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol

TBAF

→

2-(4-(8-bromo-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol

Ausbeute 39.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas partitioned between DCM (50 mL) and water (25 mL)
2. 2
   SonstigeThe layers were separated
3. 3
   Extraktionthe aqueous phase was extracted with DCM (3×20 mL)
4. 4
   WaschenThe combined organic phases were washed with brine (100 mL)
5. 5
   Filtrationthe solid was collected by filtration

Vorschrift

To a mixture of 2-(4-(8-bromo-1-methyl-6-(triisopropylsilyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol (0.300 g, 0.554 mmol; Preparation #AD.1) in THF (5 mL) was added TBAF (0.504 mL, 0.554 mmol). The mixture was stirred at about rt for about 1 h and then was partitioned between DCM (50 mL) and water (25 mL). The layers were separated and the aqueous phase was extracted with DCM (3×20 mL). The combined organic phases were washed with brine (100 mL) and then the solid was collected by filtration to give 2-(4-(8-bromo-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol (0.082 g, 39%). LC/MS (Table 2, Method a) Rt=1.87 min.; MS m/z: 387 (M+H)+. Syk IC50=A.

Quelle