Triphenylphosphine → HCID 86683661, compound

Participants

Reaction Conditions

Reaction Steps

Tert-butyl (1-(4-(7-bromo-1-methyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (57 mg, 0.117 mmol), pyridin-3-yl boronic acid (21.52 mg, 0.175 momol), triphenylphosphine (9.18 mg, 0.035 mmol), cesium fluoride (89 mg, 0.584 mmol) were dissolved in 1,2-dimethoxyethane (2 ml) to give an orange solution. The reaction mixture was degassed by bubbling nitrogen for 10 minutes. Palladium(II)acetate (3.93 mg, 0.018 mmol) was added at room temperature. The resulting reaction was degassed and heated to 80° C. for 18 hours. The reaction mixture was concentrated to dryness under reduced pressure. The crude was purified by preparatory HPLC to give the title compound (12 mg, 21%). LCMS (Method D) RT 1.158 min, M+1=487. 1H NMR (500 MHz, CDCl3): 7.64-7.52 (1H, m), 7.37-7.21 (8H, m), 4.94 (2H, s), 3.43 (3H, s), 2.59-2.36 (4H, m), 2.15-2.01 (1H, m), 1.91-1.77 (1H, m), 1.47-1.20 (9H, br s).

Provenance & Evidence