1,2-Dimethoxyethane → HCID 178502315, compound

Participants

Reaction Steps

Methyl (S)-3-methyl-1-oxo-1-((S)-2-(7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-naphtho[1,2-d]imidazol-2-yl)pyrrolidin-1-yl)butan-2-ylcarbamate (267 mg, 0.513 mmol), (S)-tert-butyl 2-(5-(6-bromonaphthalen-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (272 mg, 0.616 mmol), Pd(PPh3)4 (59 mg, 0.0513 mmol) and K2CO3 (2M in H2O, 0.62 mL, 1.2 mmol) were suspended in DME (5 mL). The mixture was degassed with N2 for 10 min then heated to reflux. After 5 h, the reaction mixture was cooled to RT, diluted with EtOAc and washed with brine. The organic phase was dried over MgSO4, filtered and concentrated. The crude residue was purified by silica column chromatography (0% to 30% MeOH/EtOAc) to afford the title compound (201 mg, 52%).

Provenance & Evidence