Cesium carbonate → 3-(1-Hydroxyethyl)-4-(5-(morpholinomethyl)thiophen-2-yl)-1H-isochromen-1-one

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Reaction Steps

The title compound was made in a similar way as that of the intermediate B1, using 4-bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one (Intermediate A2, 0.4 g, 1.49 mmol), 4-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholine (0.598 g, 1.93 mmol), Pd(PPh3)4 (0.086 g, 0.074 mmol) and Cs2CO3 (0.678 g, 2.1 mmol). The crude was purified via reverse phase chromatography with a Biotage C18 SNAP 60 g column (Phase A, water 95%, ACN 4.9%, formic acid 0.1%); Phase B ACN 99.9%, formic acid 0.1%) to afford the title compound (0.26 g, 48%).

Provenance & Evidence