Reacción #87429

Ecuación de reacción

2-chloro-4-(4,4-difluoropiperidin-1-yl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

3-methoxy-4-(6-methylpyridazin-4-yl)aniline

cesium carbonate

2-(dicyclohexylphosphino)biphenyl

→

title compound

4-(4,4-Difluoropiperidin-1-yl)-N-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-2-amine

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through a short silica gel plug which
2. 2
   Lavadowas washed with 10% solution of methanol in ethyl acetate (75 mL)
3. 3
   Concentraciónthe eluate was concentrated in vacuum
4. 4
   OtroThe residue was purified by preparative HPLC

Procedimiento

A mixture of 2-chloro-4-(4,4-difluoropiperidin-1-yl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (40 mg, 0.12 mmol), 3-methoxy-4-(6-methylpyridazin-4-yl)aniline (25 mg, 0.12 mmol), cesium carbonate (75 mg, 0.23 mmol), palladium(II) acetate (4 mg, 0.02 mmol) and 2-(dicyclohexylphosphino)biphenyl (6 mg, 0.02 mmol) in dioxane (2 mL) was heated under argon at 120° C. for 90 minutes in a microwave reactor. The mixture was filtered through a short silica gel plug which was washed with 10% solution of methanol in ethyl acetate (75 mL) and the eluate was concentrated in vacuum. The residue was purified by preparative HPLC to give the title compound as a solid, 35 mg (58%).

Fuente