3,5-Dimethylisoxazole-4-boronic acid → HCID 67108903, compound

Participants

Reaction Conditions

Reaction Steps

2-bromo-3-(4-methoxyphenyl)-1H-indole (93 mg, 0.31 mmol), 3 mol % tetrakis(triphenylphosphine)palladium and 3,5-dimethylisoxazol-4-ylboronic acid (3 eq) were mixed in 1.5 ml degassed DME under nitrogen. 1.24 ml sodium hydrogen carbonate (1 M) was added drop wise over 5 min. The resulting mixture was stirred at 90° C. for 45 min and then cooled to rt. The solvent was evaporated under nitrogen flow and the residue was taken up in DCM. Filtering through a short plug of silica gave a crude product which was purified again on silica (EtOAc/n-Heptane 1:9-3:7). 40.5 mg 4-(3-(4-methoxyphenyl)-1H-indol-2-yl)-3,5-dimethylisoxazole was obtained as a yellow solid.

Provenance & Evidence