Water → HCID 46847343, 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-dioxaborol-an-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one (20 mg, 0.042 mmol), 6-chloroimidazo[1,2-b]pyridazine (13 mg, 0.083 mmol), NaHCO3 (7 mg, 0.083 mmol), PdCl2(dppf) (3 mg, 0.004 mmol), H2O (0.1 mL) and dry dioxane (1.0 mL). The mixture was sparged with nitrogen for 10 min and heated at 110° C. for 30 min in the microwave. The mixture was diluted with glacial HOAc (0.1 mL) and methanol (0.6 mL), and filtered. The filtrate was purified directly by prep HPLC to afford the title compound (12.8 mg, 65%) as an oil. LC-MS Method 1 tR=1.28 min, m/z=471; 1H NMR (CD3OD) 0.97 (s, 3H), 1.26 (s, 3H), 1.59 (d, 3H), 2.17 (s, 2H), 2.29 (m, 1H), 2.50 (2H), 3.11 (m, 1H), 5.61 (q, 1H), 7.19 (d, 2H), 7.25-7.40 (5H), 7.93 (d, 2H), 8.19 (s, 1H), 8.27 (d, 1H), 8.42 (d, 1H), 8.54 (s, 1H).

Provenance & Evidence