1,10-Phenanthroline → HCID 58497172, compound

Participants

Reaction Steps

To a mixture of Step 2 product of Example 140 (150 mg, 0.383 mmol), cyclopropyl boronic acid (132 mg, 1.53 mmol) and Cu(II) acetate (139 mg, 0.766 mmol) in dioxane (2.0 ml) were added DMAP (187 mg, 1.53 mmol), Cs2CO3 (125 mg, 0.383 mmol) and 1,10-phenanthroline (276 mg, 1.53 mmol) in a sealed tube under N2, stirred at rt for 30 min and then heated at 90° C. for overnight. Reaction mixture was diluted water, extracted with EtOAc, washed with brine and dried over Na2SO4, filtered, concentrated, and separated by prep TLC (hex:EtOAc=2:1) to afford 4-{5-[(4-chlorophenyl)sulfanyl]-2-(1-cyclopropyl-1H-pyrazol-3-yl)-1-methyl-1H-imidazol-4-yl}benzonitrile (60 mg) as white solid. LCMS: [M+1]+=432.0.

Provenance & Evidence