Potassium Phosphate, Tribasic → 2-(3-(2-fluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.639 g, 2.88 mmol), 2-(3-iodo-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole (1.150 g, 2.056 mmol) in 70% IPA/H2O (18 mL) was added potassium phosphate (1.309 g, 6.17 mmol), and AmPhos (0.073 g, 0.103 mmol). The reaction was heated at 100° C. for 5 min. The aq. layer was removed and the organic layer was evaporated. The residue was purified with prep HPLC to give 2-(3-(2-fluorophenyl)-1-tosyl-1H-indol-5-yl)-5-(methylsulfonyl)-1,3,4-thiadiazole (0.487 g, 0.923 mmol, 44.9%) as a light brown solid. MS (ESI, pos. ion) m/z: 528 (M+1).

Provenance & Evidence