Iodine → 4-{4-[4-(2,4-Dimethoxy-benzylcarbamoyl)-2-iodo-oxazol-5-yl]-phenyl}-2,2-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

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Reaction Steps

To a solution of 4-{4-[4-(2,4-dimethoxy-benzylcarbamoyl)-oxazol-5-yl]-phenyl}-2,2-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (2.6 g, 4.7 mmol) in 20 mL THF at −78° C. was added a 1M solution of LiHMDS (44 mL, 44 mmol) in THF. The mixture stirred for 0.5 h, then I2 (9 g, 35 mmol) was added in portions. The mixture was stirred at room temperature for 1 h. The mixture was quenched with 15% aqueous Na2S2O3 and extracted with EtOAc and washed with water. The organic phase was dried over Na2SO4. The solvent was removed in vacuo to give the crude product which was purified by silica gel column chromatography (PE/EtOAc=2/1 to PE/EtOAc/DCM=1/1/2) to afford the title compound (2.4 g, yield: 75%).

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