Potassium Carbonate → HCID 68453940, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-6-chloro-1-(2-methylpiperidin-1-yl)phthalazine (0.200 g, 0.76 mmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.474 g, 1.6 mmol), potassium carbonate (0.340 g, 2.5 mmol), 2-(dicyclohexylphosphino)-2′-methylbiphenyl (0.054 g, 0.15 mmol) and tris(dibenzylideneacetone)dipalladium (0) (0.045 g, 0.049 mmol) in 5 mL 80% aqueous degassed dioxane was heated at 80° C. for 15 h. The reaction was cooled to RT and partitioned between ethyl acetate/brine. The aqueous layer was extracted with ethyl acetate (3×) and the combined organic layers were concentrated onto silica gel and purified flash chromatography eluting with 2 M NH3 in MeOH:CH2Cl2 (0:1→1:24) to give a brown oil. The material was further purified by reverse-phase HPLC (Prodigy 5u ODS(3), 100A, 250×21.2) with 0.1% formic acid/H2O:0.1% formic acid/CH3CN (3:7→7:3) to give a white amorphous solid. Found MS m/z: 401.2 [M+1].

Provenance & Evidence