Water → 2-[(2S)-2-[3-(4-Chloro-1-methyl-1H-pyrazol-5-yl)-7-oxo-5,7-dihydro-6H-pyrrolo [3,4-b]pyridin-6-yl]-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione

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Reaction Conditions

Reaction Steps

A mixture of 4-chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (150 mg, 0.63 mmol), 2-[(2S)-2-(3-bromo-7-oxo-5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione (150 mg, 0.32 mmol), bis(tri-t-butylphosphine)palladium (30 mg, 0.06 mmol) and N,N-diisopropylethylamine (0.16 mL, 0.95 mmol) in 1,4-dioxane (5.0 mL, 64 mmol) and water (0.5 mL, 30 mmol) was stirred at 110° C. for 40 min at microwave. Direct purification on prep.—HPLC (pH=10) afforded 48 mg (29% yield) of the desired intermediate as white solid. LC-MS found: 530.1 (M+H)+.

Provenance & Evidence