7 06 7 14 m 1h to a mixture of propynoic acid amide 41 4 mg 0 60 mmol 1 2 fluoro 5 trifluoromethyl phenyl 3 4 iodophenyl urea 169 7 mg 0 40 mmol triethylamine 0 167 ml 1 2 mmol dichlorobis triphenylphosphine palladium ii 22 5 mg 0 032 mmol and triphenylphosphine 5 2 mg 0 020 mmol in 3 0 ml dmf degassed was added copper i iodide 7 6 mg 0 04 mmol and the reaction stirred at rt for 17 hours the reaction was combined with a prior test reaction 36 5 mg theoretical yield and partitioned between etoac and h 2 o brine mixture the etoac layer was washed 3 times with h 2 o brine mixture then brine dried with anhydrous na 2 so 4 and rotary evaporated to a solid the solid was chromatographed eluting with etoac chcl 3 and then triturated with etoac hexane to give the title compound as a light tan solid 118 5 mg 65 1 h nmr dsmo d6 u03b4 9 45 s 1h 8 98 d j 2 9 hz 1h 8 59 dd j 7 3 2 1 hz 1h 8 07 br s 1h 7 59 br s 1h 7 47 7 58 m 5h 7 38 7 45 m 1h to a mixture of propynoic acid amide 41 4 mg 0 60 mmol 1 2 fluoro 5 trifluoromethyl phenyl 3 3 iodophenyl urea 169 7 mg 0 40 mmol triethylamine 0 167 ml 1 2 mmol dichlorobis triphenylphosphine palladium ii 22 5 mg 0 032 mmol and triphenylphosphine 5 2 mg 0 020 mmol in 3 0 ml dmf degassed was added copper i iodide 7 6 mg 0 04 mmol and the reaction stirred.