Potassium Carbonate → (S)-2-(2-(3-(benzyloxy)phenyl)-7-bromo-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-2-(7-bromo-2-chloro-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate (130 mg, 0.282 mmol) in dioxane, was added 3-benzyloxyphenylboronic acid pinacol ester (105 mg, 0.338 mmol), Pd(PPh3)4 (16 mg, 0.014 mmol), 2N K2CO3 (700 μL). The reaction mixture in sealed tube was heated at 95° C. for 1.5hs. Then the reaction was cooled down. The reaction mixture was washed by sat. NaHCO3, and extracted by EtOAc. The organic phase was filtered, concentrated down, purified by silica gel column, eluting by 0-50% EtOAc in hexanes to give the product (100 mg, 58%). LCMS-ESI+: calc'd for C32H36BrNO4S: 610.2 (M+H+); Found: 610.2 (M+H+).

Provenance & Evidence