Sodium Chloride → HCID 22340402, compound

Participants

Reaction Conditions

Reaction Steps

N-(4-Bromophenyl)-6-[(dimethylamino)methyl]-2-naphthamide (128 mg, 0.334 mmol) obtained in Example 4, 4-chlorophenylboronic acid (62.7 mg, 401 mmol) and a 2N aqueous sodium carbonate solution (0.668 ml, 1.34 mmol) were dissolved in a mixed solution of dimethoxyethane (3 ml) and tetrahydrofuran (0.3 ml), tetrakistriphenylphosphinepalladium (11.6 mg, 0.01 mol) was added thereto under the nitrogen atmosphere, and the mixture was stirred at 90° C. for 4 hours. To the reaction solution was added an aqueous saturated sodium chloride solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by alumina column chromatography (developing solvent: ethyl acetate), and the insolubles were crystallized from a mixed solution of ethyl acetate and diisopropyl ether (1:3) to obtain the titled compound (42 mg) as a white powder.

Provenance & Evidence