Diisopropylethylamine → 2-(4-chloro-1-methyl-1H-pyrazol-5-yl)-6-[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

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Reaction Steps

In one 20 mL vial, a mixture of 2-bromo-6-[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (0.041 g, 0.11 mmol), 4-chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.0327 g, 0.135 mmol), bis(tri-t-butylphosphine)palladium (0.00574 g, 0.0112 mmol), and N,N-diisopropylethylamine (0.0587 mL, 0.337 mmol) in 1,4-dioxane (5 mL) was microwaved at 120° C. for 20 minutes. The resulting mixture was filtered through a pad of celite and concentrated, and the residue was purified by combi-flash chromatography using hexane/EtOAc/methanol to give 31 mg (68% yield) of the final product. LC/MS found: 401.1 (M+H)+.

Provenance & Evidence