Water → N*7*-(3,4,5-Trimethoxy-phenyl)-[1,5]naphthyridine-2,7-diamine

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Reaction Conditions

Reaction Steps

Under argon atmosphere, 200 mg (892 μmol, 1 eq) of 7-bromo-1,5-naphthyridin-2-ylamine, 196.3 mg (1.07 mmol, 1.2 eq) of 3,4,5-trimethoxyaniline, 2 mg (2.3 μmol, 0.0025 eq) tris(dibenzylideneacetone)dipalladium, 4 mg (6.7 μmol, 0.0075 eq) 2,2′-bis(diphenylphosphino)-1,1′-binaphtyl and 120 mg (1.24 mmol, 1.4 eq) of sodium terbutoxide were introduced in 6 mL of toluene. The mixture was stirred at 80° C. for 24 h. The mixture was allowed to reach it and water was added. Aqueous layer was extracted with methylene chloride. Organic layers were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride/ethanol: 96/4 as eluent. The solvent was evaporated to dryness to afford 50 mg of yellow powder with 17% yield.

Provenance & Evidence