Sodium Bicarbonate → HCID 58485287, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 6-chloropyridazine-3-carboxylate (36 mg, 0.2 mmol) in DME (6 mL) was added Pd(PPh3)4 (20 mg, 0.02 mmol) under N2. The mixture was stirred at room temperature for 1 h. (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 (96 mg, 0.2 mmol) in EtOH (2 mL) and satd aq NaHCO3 (2 mL) were added. The mixture was stirred at 100° C. for another 2 h under N2. The reaction mixture was quenched by addition of H2O, and extracted by EtOAc. The combined organic phase was dried and concentrated to give the crude product, which was purified by preparative TLC to give 6-(4-((S)-1-((S)-6-(2-hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)-ethyl)-phenyl)-pyridazine-3-carboxylic acid (63 mg, 60%).

Provenance & Evidence