Reacción #87413

Ecuación de reacción

Methylmagnesium bromide

1-(2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-5-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)ethanone

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title compound

2-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-5-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)propan-2-ol

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe mixture was quenched with saturated solution of ammonium chloride in water (1.5 mL)
2. 2
   workup.ADDITIONdiluted with brine (10 mL)
3. 3
   ExtracciónThe mixture was extracted with EtOAc (2×20 mL)
4. 4
   SecadoThe organic phase was dried over sodium sulfate
5. 5
   Concentraciónconcentrated in vacuum
6. 6
   OtroThe residue was purified by preparative HPLC

Procedimiento

Methylmagnesium bromide (0.199 mL of 3M solution, 0.28 mmol) was added slowly to a solution of 1-(2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-5-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)ethanone (25 mg, 0.06 mmol) in THF (3 mL). The mixture was stirred at RT for 1 h. The mixture was quenched with saturated solution of ammonium chloride in water (1.5 mL) and diluted with brine (10 mL). The mixture was extracted with EtOAc (2×20 mL). The organic phase was dried over sodium sulfate and concentrated in vacuum. The residue was purified by preparative HPLC to give title compound as a dry film, 13 mg (45%).

Fuente