Trimethyl phosphite → HCID 86584825, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 200 mg (0.346 mmol) N-(3,5-bis-trifluoromethyl-benzyl)-6-iodo-N-methyl-4-o-tolyl-nicotinamide (Example 4), 95 mg (0.52 mmol) 4-methoxycarbonylphenylboronic acid and 155 mg (0.692 mmol) potassium phosphate in 4 ml dioxane was deoxygenated by three freeze-thaw cycles. After addition of 9.5 mg (0.010 mmol) tris(dibenzylideneacetone)dipalladium(0) and 0.0025 ml (0.02 mmol) trimethyl phosphite the reaction mixture was stirred at 95° C. for 5 h. Cooling to room temperature was followed by dilution with tert-butyl methyl ether, filtration over Decalite and evaporation of the solvent in vacuo. Column chromatography afforded 50 mg (25%) of the title compound as a light brown solid.

Provenance & Evidence