Potassium Carbonate → HCID 58993588, compound

Participants

Reaction Conditions

Reaction Steps

A microwave tube was charged with tert-butyl 4-(((5-bromo-4′-cyanobiphenyl-3-yl)methoxy)methyl)-4-phenylpiperidine-1-carboxylate (48 mg, 0.09 mmol), trimethyl boroxine (13 μL, 0.09 mmol), and tetrakis(triphenylphosphine) palladium(0) (10 mg, 9 μmol). The tube was flushed with nitrogen, treated with a mixture of 1,4-dioxane/water (9:1, 2 mL) and potassium carbonate (35.1 mg, 0.25 mmol). The tube was sealed and heated at 120° C. for 1 h via microwave. After cooling to room temperature, the reaction was concentrated and purified by preparative HPLC to give 11 mg (27%). LC/MS: tR=3.50 min, 497.33 (MH)+. (Phenomenex C18 4.6×50 mm, 10% MeOH/90% H2O/0.1% TFA→90% MeOH/10% H2O/0.1% TFA, Gradient time=4 min., Flow rate=4 mL/min.).

Provenance & Evidence