Triphenylphosphine → HCID 58951434, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of [2-(4-Trifluoromethanesulfonyloxy-phenyl)-oxazol-4-yl]-acetic acid ethyl ester (See Intermediate 69) (0.83 g, 2.2 mmol), 4-(methanesulfonyl)phenyl boronic acid (0.48 g, 2.4 mmol), triphenylphosphine (69 mg, 0.26 mmol), cesium fluoride (0.67 g, 4.4 mmol) and palladium acetate (15 mg, 0.066 mmol) in DMF (10 mL) is heated at 110° C. for 24 h. The suspension is cooled to room temperature and filtered. The filtrate is partitioned between EtOAc and water. The aqueous phase is extracted with EtOAc. The combined organic phase is washed with brine, dried (Na2SO4), and concentrated. The residue is purified by flash chromatography (40 g SiO2, elute 20% to 80% EtOAC/hexane) to yield the title compound (0.10 g, 12%). MS (m/e): 386.2 (M+1)

Provenance & Evidence