Triethylamine → (E)-3-(4-Amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-5-yl)-acrylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-amino-6-(4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1-methyl-1H-imidazol-2-yl}piperidin-1-yl)pyrimidine-5-carbaldehyde (100 mg; 0.22 mmol; 1.0 eq.) in DMSO (2 mL), methyl (triphenylphosphoranylidene)acetate (82.0 mg; 0.25 mmol; 1.1 eq.), lithium chloride (19.1 mg; 0.45 mmol; 2.0 eq.) and triethylamine (0.04 ml; 0.27 mmol; 1.2 eq.) were added. The resulting suspension was stirred at 60° C. overnight. The crude was purified by pre-HPLC (Waters, basic condition) to afford the title compound in 72% yield. LC-MS: (M+1=505, obsd.=505).

Provenance & Evidence