Reacción #219760

Ecuación de reacción

1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

2,2,2-trifluoro-N-{2-[(2-methyl-2-oxiranyl)methoxy]phenyl}acetamide

Ammonium hydroxide

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subtitle compound

Rendimiento 76.9%

1-{1-[3-(2-Aminophenoxy)-2-hydroxy-2-methylpropyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one

Rendimiento 76.9%

Disolventes

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheating
2. 2
   workup.WAITAfter standing over night at room temperature
3. 3
   Concentraciónthe reaction mixture was concentrated
4. 4
   Otrothe residue was purified on silica (dichloromethane-methanol, 12:1, containing 1% of NH4OH (25%))

Procedimiento

A solution of 1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (1.10 g, 5.05 mmol), 2,2,2-trifluoro-N-{2-[(2-methyl-2-oxiranyl)methoxy]phenyl}acetamide (1.39 g, 5.05 mmol) in EtOH (95%, 20 ml,) was stirred for 2 h at 78° C. Ammonium hydroxide (25%, 7.5 ml) was added to the reaction mixture and heating was continued for additional 5 h. After standing over night at room temperature the reaction mixture was concentrated and the residue was purified on silica (dichloromethane-methanol, 12:1, containing 1% of NH4OH (25%)) to give the subtitle compound (1.54 g).

Fuente