p-Toluenesulfonic acid → HCID 86673389, compound

Participants

Reaction Steps

To a solution of ethyl (E)-3-(3-chloro-5-methyl-4-{[5-(tetrahydro-2H-pyran-2-yloxy)pyridin-2-yl]oxy}phenyl)-2-methylprop-2-enoate (2.58 g) in EtOH (40 mL) was added p-toluenesulfonic acid (1.14 g) at room temperature, then the reaction mixture was stirred for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue was diluted with H2O, and extracted with AcOEt. The organic layer was washed with water and saturated aqueous NaCl, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=10/1 to 2/1) to afford ethyl (E)-3-{3-chloro-4-[(5-hydroxypyridin-2-yl)oxy]-5-methylphenyl}-2-methylprop-2-enoate as a colorless amorphous (1.98 g).

Provenance & Evidence