Sodium Carbonate → HCID 10208642, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 100 mg (0.173 mmol) N-(3,5-bis-trifluoromethyl-benzyl)-6-iodo-N-methyl-4-o-tolyl-nicotinamide, 21 mg (0.17 mmol) 4-pyridylboronic acid, 5 ml dimethoxyethane and 5 ml of a 2 M aqueous solution of sodium carbonate was deoxygenated by three freeze-thaw cycles. After addition of 20 mg (0.017 mmol) tetrakis(triphenylphosphine)palladium(0) the reaction mixture was stirred at 90° C. for 60 h. Cooling to room temperature was followed by dilution with water and extraction with 3 portions of ethyl acetate. The organic extract was washed with water, dried with magnesium sulfate and concentrated. Column chromatography afforded 59 mg (64%) of the title compound as a yellow solid.

Provenance & Evidence