C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Br[C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=1[NH:28][C:29](=[O:31])[CH3:30].[CH3:32][C:33]([OH:37])([C:35]#[CH:36])[CH3:34].C(N(CC)CC)C>[Cu]I>[F:27][C:25]1[CH:24]=[CH:23][C:22]([NH:28][C:29](=[O:31])[CH3:30])=[C:21]([C:36]#[C:35][C:33]([OH:37])([CH3:34])[CH3:32])[CH:26]=10.32 g (1.2 mmol, purity 99%) triphenylphosphine, 0.085 g (0.12 mmol, purity 99%) bis-triphenylphosphine palladium dichloride, and 0.14 g (0.72 mmol, purity 98%) copper(I)iodide are added to a mixture of 56.8 g (0.24 mol, purity 98%) N-(2-bromo-4-fluorophenyl)acetamide, 30.9 g (0.264 mol, purity 98%) 2-methylbut-3-yn-2-ol and 121.4 g (1.2 mol) triethylamine and the mixture is heated for 6 hours while stirring at 85° C. The surplus triethylamine is distilled off in a vacuum, approximately 170 ml toluene is added, the same quantity of water is added, and the phases are separated at ˜70° C.
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