Triphenylphosphine → HCID 67256262, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube was added tert-butyl 1-(4-(7-bromo-1-methyl-2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutylcarbamate (82 mg, 0.168 mmol), 4-fluorophenylboronic acid (35.2 mg, 0.252 mmol), triphenylphosphine (13.21 mg, 0.05 mmol) and cesium fluoride (128 mg, 0.84 mmol) in 1,2-dimethoxyethane (2 ml). The reaction mixture was degassed by bubbling nitrogen for 10 min and palladium acetate (5.65 mg, 0.025 mmol) was added and the mixture was heated at 80° C. overnight. The reaction mixture was concentrated and the residue was diluted with ethyl acetate and the suspension was pass through silica. The filtration was concentrated and to the residue was added methanol (2.5 ml) to form a suspension. The solid was filtered and dried to give tert-butyl 1-(4-(7-(4-fluorophenyl)-1-methyl-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutylcarbamate (19 mg). LCMS (Method D): RT=1.54 min, M+H+=504.

Provenance & Evidence