Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[O:6][CH:7]=1.[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1.[I-].[K+].[OH-].[Na+]>CC(O)(CC)C>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[O:6][CH:7]=[C:3]([CH2:2][N:16]3[CH:20]=[CH:19][N:18]=[CH:17]3)[N:4]=2)=[CH:9][CH:10]=1A suspension of 2.23 g (10 mmol) 4-chloromethyl-2-(4-methoxy-phenyl)-oxazole, 1.02 g (15 mmol) imidazole, 0.17 g (1 mmol) potassium iodide and 0.60 g (15 mmol) sodium hydroxide in 25 ml 2-methyl-2-butanol was stirred at 120° C. for 5 h. After evaporation, the residue was quenched with water and extracted with ethyl acetate. The extract was dried and concentrated to yield 2.51 g (98%) 1-[2-(4-methoxy-phenyl)-oxazol-4-ylmethyl]-imidazole as beige crystals.
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