2-Fluorobenzoyl chloride → HCID 18930608, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-fluorobenzoylchloride (208 μl, 1.74 mmol) in chloroform (20 ml) is added at room temperature dichlorobisacetonitrile palladium (15 mg, 0.044 mmol). Then, a solution of N-(2-tributylstannylphenyl)-2-(benzyloxycarbonylamino)acetamide (1 g, 1.74 mmol) in chloroform (3 ml) is added and stirred at 50° C. for 35 minutes. Dichlorobisacetonitrile palladium (15 mg, 0.044 mmol) is added and the stirring continued for another 10 minutes. After allowing to cool, an aqueous solution of 50% potassium fluoride is added to the reaction mixture and stirred for 30 minutes. The precipitate is removed by filteration. After this procedure is repeated once more, the organic layer is washed with saturated saline, dried over anhydrous magnesium sulfate, and then concentrated. The residue is purified by silica gel column chromatography to obtain the objective compound (570 mg). Yield 80%.

Provenance & Evidence