Potassium Carbonate → HCID 71543161, compound

Participants

Reaction Steps

To a microwave vial were charged with (S)-2-amino-5′-fluoro-2′-(5-methoxypyrazine-2-carboxamido)-5,6-dihydrospiro[[1,3]thiazine-4,9′-xanthen]-7′-yl trifluoromethanesulfonate (0.050 g, 0.083 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.039 g, 0.183 mmol), and PdCl2(dppf)2 (10.22 mg, 0.013 mmol). After purged with N2 for 5 min, potassium carbonate (1.5M in water) (0.167 ml, 0.250 mmol) and Dioxane (0.75 ml) were added. The reaction mixture was microwaved at 110° C. for 10 mins. LCMS indicated complete conversion to the desired product. The reaction mixture was partitioned between EtOAc and water. The organic layer was concentrated and then purified by Shimadzu HPLC to afford 50 mg of (S)—N-(2-amino-2′-(3,6-dihydro-2H-pyran-4-yl)-4′-fluoro-5,6-dihydrospiro[[1,3]thiazine-4,9′-xanthen]-7′-yl)-5-methoxypyrazine-2-carboxamide as off-white solid (TFA salt). MS m/z=534.2 [M+H].

Provenance & Evidence