1,1'-Carbonyldiimidazole → HCID 178505197, compound

Participants

Reaction Steps

5-Nitro-6-(2-(trifluoromethoxy)phenylamino)pyridin-2-yl methanesulfonate (1.8 g, 4.58 mmol) was dissolved in MeOH (45 mL) and catalytic amount of 10% Pd/C was added. The reaction flask was purged with nitrogen and placed under an atmosphere of hydrogen for 2 h. The reaction mixture was filtered through Celite® and the solvent was removed under reduced pressure. The residue was immediately dissolved in THF (35 mL) and CDI (1.8 g, 11.0 mmol) added. The mixture was stirred overnight and concentrated under reduced pressure. The residue was added EtOAc, washed with water and 1 M HCl, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.1 g). LCMS m/z=390.3 [M+H]+.

Provenance & Evidence