Pyridine → HCID 18006778, compound

Participants

Reaction Steps

3-Methoxy-acridine-9-carboxylic acid (0.50 g) was suspended in 10 mL thionyl chloride (3-10 mL) and reaction mixture was refluxed for 3 h. The solvent was removed under reduced pressure to obtain a yellow solid which was dissolved in CH2Cl2 and pyridine (0.44 g) under argon. A solution of 2,6-difluorophenol (0.32 g) in CH2Cl2 was added dropwise. The solution was stirred overnight at room temperature then diluted with more CH2Cl2 (100 mL) and washed with water (3×50 mL) . The organic layer was dried over Na2SO4 and concentrated to obtain the product which was further purified by chromatography on silica gel (30% ethyl acetate/hexane) to yield the pure product as a creamy solid. 1H NMR (acetone-d6) δ 4.08 (s, 3H), 7.39-8.29 (m, 12H).

Provenance & Evidence