Water → 2-{(2S)-3-cyclohexyl-2-[5-(1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]propyl}-1H-isoindole-1,3(2H)-dione

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-[(2S)-2-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-cyclohexylpropyl]-1H-isoindole-1,3(2H)-dione (103.5 mg, 0.2151 mmol), 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (47 mg, 0.23 mmol), N,N-diisopropylethylamine (0.11 mL, 0.63 mmol), and bis(tri-t-butylphosphine)palladium (0.011 g, 0.021 mmol) in 1,4-dioxane (4 mL, 50 mmol) and water (0.2 mL, 10 mmol) was stirred at 110° C. for 40 min under microwave irradiation. Direct purification on prep.—HPLC afforded 30 mg (29% yield) of the desired intermediate. LC-MS found: 483.1 (M+H)+.

Provenance & Evidence