Water → HCID 58485350, compound

Participants

Reaction Conditions

Reaction Steps

A microwave vial equipped with a flea stir bar was charged with (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-ethyl)-1,3-oxazinan-2-one (20 mg, 0.042 mmol), 5-bromo-2-(1H-imidazol-1-yl)pyrimidine (19 mg, 0.083 mmol), Cs2CO3 (27 mg, 0.083 mmol), water (0.1 mL) and dioxane (1 mL). The mixture was sparge with N2 for 10 min and PdCl2(dppf) (2 mg, 0.003 mmol) was added. The mixture was sparged with N2 for 10 min and heated at 110° C. for 10 min in the microwave. The mixture was diluted with MeOH (1 mL), filtered and the filtrate was purified directly by prep HPLC to afford the title compound (12.1 mg, 58%) as an oil. LC-MS Method 1 tR=1.27 min, m/z=498; 1H NMR (CD3OD) 0.96 (s, 3H), 1.27 (s, 3H), 1.58 (d, 3H), 2.17 (s, 2H), 2.26 (m, 1H), 2.50 (2H), 3.12 (m, 1H), 5.60 (q, 1H), 7.18 (d, 2H), 7.25-7.40 (5H), 7.58 (d, 2H), 7.77 (s, 1H), 8.47 (s, 1H), 9.12 (s, 2H), 9.88 (s, 1H)

Provenance & Evidence