Water → 5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]isoindolin-1-one

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Reaction Steps

A mixture of 4-chloro-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (177.0 mg, 0.7297 mmol), bis(tri-t-butylphosphine)palladium (31.1 mg, 0.0608 mmol), 5-bromo-2-[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]isoindolin-1-one (220.0 mg, 0.6081 mmol) and N,N-diisopropylethylamine (0.318 mL, 1.82 mmol) in 1,4-dioxane (3 mL, 40 mmol) and water (150 μL, 8.3 mmol) was microwaved at 110° C. for 15 minutes. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated under reduced pressure. The residue was purified by combi-flash chromatography eluting with EtOAc/hexane (30-100%) to give 0.162 g (67% yield) of the desired product as yellowish solid. LC/MS found: 399.9 (M+1)+.

Provenance & Evidence