Potassium Carbonate → HCID 68453228, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-7-(6-chlorophthalazin-1-yl)-tetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one (0.600 g, 1.97 mmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (1.110 g, 3.69 mmol), potassium carbonate (0.875 g, 6.33 mmol), 2-(dicyclohexylphosphino)-2′-methylbiphenyl (0.136 g, 0.373 mmol), and tris(dibenzylideneacetone)dipalladium (0) (0.107 g, 0.117 mmol) in 12 mL of degassed 80% aqueous 1,4-dioxane was heated at 80° C. The crude material was purified flash chromatography eluting with 2 M NH3 in MeOH/CH2Cl2 (0:1→3:97) to give 1.26 g of an orange liquid. The material was further purified by reverse-phase HPLC (Phenomenex Synergi 4u MAX-RP 80, 150×21.2 mM) eluting with 0.1% formic acid-CH3CN:0.1% formic acid-H2O (1:9→9:1) to give the title compound as a white amorphous solid.

Provenance & Evidence