Sodium Carbonate → HCID 67318017, compound

Participants

Reaction Steps

Combine 3-(4-Bromo-2-chloro-benzyl)-1-(4-oxo-cyclohexyl)-pyrrolidin-2-one (0.5, 1.3 mmol), 1-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (0.814 g, 3.9 mmol), sodium carbonate (0.689 g, 6.5 mmol) in DME (8 mL)/H2O (3 mL) and degas with a stream of nitrogen. Add (Ph3P)4Pd (0.150 g, 0.13 mmol), and stir at 80° C. for 17 hour under nitrogen atmosphere. Cool to ambient temperature and add ethyl acetate (20 mL) and water (10 mL). Extract the aqueous phase with ethyl acetate (2×20 mL), dry (sodium sulfate) and condense under reduced pressure. Chromatography (silica, EtOAc) yields 0.287 g (42%) as a white solid MS (m/z): 386 (M+1).

Provenance & Evidence