Diisopropylamine → S-1-(4-Fluorophenyl)-1H-indazol-5-yl benzothioate

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To a solution of 1-(4-fluorophenyl)-5-iodo-1H-indazole (0.224 g, 0.66 mmol), thiobenzoic acid (0.093 ml, 0.79 mmol), 3,4,7,8-tetramethyl-1,10-phenantroline (0.031 g, 0.13 mmol) and N,N-diisopropylamine (0.220 ml, 1.32 mmol) in toluene (2.5 ml) was added copper(I) iodine (2.245 μl, 0.07 mmol). The resulting mixture was stirred at 110C O/N. The reaction mixture was cooled to rt diluted with EtOAc and washed with water. The organic phase was the dried the solvent evaporated and then purified on HPLC. The relevant fractions were collected freeze dried to give 45 mg (20%) of product which was analysed by LC/MS.

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